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Design and Strategy in Organic Synthesis

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Synopses & Reviews

Publisher Comments:

Written by the prize winner of the 2012 IUPAC-Richter and the 2012 Ernest Guenther Award!

This long-awaited graduate level book, written by one of the world's leading organic chemists in collaboration with two of his former and present coworkers, adopts a refreshingly unique approach to synthesis planning and execution.

Following an introductory look at the concept of synthesis, the authors discuss the Why, What, and How of organic synthesis as they apply to natural products. Although emphasis is on the Chiron Approach utilizing amino-acids, carbohydrates, hydroxy acids, terpenes, lactones and other naturally occurring small molecules as starting materials, catalytic asymmetric methods are also included as a corollary whenever relevant.

A must-have source of first class information for everyone working in organic synthesis, be it in academia or industry.

Synopsis:

This long-awaited graduate level book, written by one of the world's leading organic chemists in collaboration with two of his former and present coworkers, adopts a refreshingly unique approach to synthesis planning and execution.

Following an introductory look at the concept of synthesis, the authors discuss the Why, What, and How of organic synthesis as they apply to natural products. Although emphasis is on the Chiron Approach utilizing amino-acids, carbohydrates, hydroxy acids, terpenes, lactones and other naturally occurring small molecules as starting materials, catalytic asymmetric methods are also included as a corollary whenever relevant.

A must-have source of first class information for everyone working in organic synthesis, be it in academia or industry.

Synopsis:

Written by the prize winner of the 2012 IUPAC-Richter and the 2012 Ernest Guenther Award!

This long-awaited graduate level textbook adopts a refreshingly unique approach, and is written by one of the world's leading organic chemists.
Following an introductory look at the concept of synthesis, the text goes on to discuss sources of enantiomerically pure compounds, the Chiron approach, locating the various substructures, synthesis with the various precursors and computer-aided synthesis. The whole is rounded off by an appendix with selected transformations of amino acids, carbohydrates, hydroxyacids and terpenes.
A must-have source of first-class information for everyone working in organic synthesis, not only for graduate students.

About the Author

Stephen Hanessian is the Achaogen Research Chairholder at the University of Montreal and an Adjunct Professor of Chemistry and Chemical Biology at the University of California, Irvine. He has received several awards, e.g. the A. C. Cope Scholar Award, the Queen Elisabeth Golden Jubilee Medal and many others. His research interests span a wide cross-section of areas related to organic, bioorganic, and medicinal chemistry.

Simon Giroux joined the Hanessian group as a Ph.D. student and he is currently an NSERC Postdoctoral Fellow at Harvard University with Prof. E. J. Corey.

Table of Contents

THE CONCEPT OF SYNTHESIS

Organic Synthesis as a Central Science

Organic Chemistry and the Public

The "Small Molecules" of Life

Nature's Rules

Organic Synthesis as a Mental and Visual Science

Art, Architecture, and Synthesis

Simplification of Complexity

Seeing Through the Mind?s Eye

Beauty is in the Eye of the Beholder

THE "WHY" OF SYNTHESIS

Nature the Provider, Healer and Enticer

The Supply Problem

From Bench to Market

Thank You Nature!

Chasing Bugs with a Purpose

Structure-Based Organic Synthesis

Almost There

The Futility of it All

Synthesis as a Seeker of Truth

Nature as the Ultimate Synthesizer

A Brave New Chemical World

Exploring New Synthetic Methods

THE "WHAT" OF ORGANIC SYNTHESIS

Periods, Trends, and Incentives

A Century of Synthesis

We the "Synthetic" People

Complex and Therapeutic too!

Peptidomimetics and Unnatural Compounds

Diversity Through Complexity

THE "HOW" OF SYNTHESIS

The Visual Dialogue

The Psychobiology of Synthesis Planning

The Agony and Ecstasy of Synthesis

Rembrandt Meets Woodward

The Post Woodwardian Era

Catalysis and Chirality in Total Synthesis

SOURCES OF ENANTIOPURE COMPOUNDS

Optical Resolution

Chemical Kinetic Resolution (KR)

Cell-Free Enzyme-Mediated Enantiopure Compounds

Cell-Free Chemoenzymatic Methods

Metal-Catalyzed Dynamic Chemical Resolution (DCR)

Biocatalytic Methods for Enantiopure Compounds

Applications of Enzymatic and Chemoenzymatic Methods

Chemical Asymmetric Synthesis of Enantiopure Compounds

Enantiopure Compounds from Nature

THE CHIRON APPROACH

Living Through a Total Synthesis

Principles of the Chiron Approach

Anatomy of a Synthesis

NATURE'S CHIRONS

Alpha-Amino Acids

Carbohydrates

Alpha-Hydroxy Acids

Terpenes

Cyclitols

FROM TARGET MOLECULE TO CHIRON

Where's Waldo?

Apparent Chirons

Partially Hidden Chirons

Hidden Chirons

Chirons as "Sacrificial Lambs"

Locating Amino Acid-Type Substructures

Locating Carbohydrate-Type Substructures

Locating Hydroxy Acid-Type Substructures

Locating Terpene-Type Substructures

Locating Carbocyclic-Type Substructures

Locating Chirons Derived from Lactones

APPLICATIONS OF THE CHIRON APPROACH

Category I Target Molecules

Category II Target Molecules

Category III Target Molecules

Prelude to Total Synthesis of Category I Molecules

TOTAL SYNTHESIS FROM AMINO ACID PRECURSORS

Actinobolin

Aspochalasin B

Cephalotaxine

Alpha-Kainic Acid

Alpha-Kainic Acid

Croomine

Biotin

Salinosporamide A

Thienamycin

FR901483

Tuberstemonine

Phyllanthine

Oscillarin

Miscellenea

TOTAL SYNTHESIS FROM CARBOHYDRATE PRECURSORS

Ajmalicine

Actinobolin

trehazolin and Trehazolamine

Fomannosin

9Alpha-Desmethoxy Mitomycin A

Saxitoxin

Decarbamoyl ent. Saxitoxin

Zaragozic Acid A

Hemibrevitoxin B

Carbohydrates in Synthesis and Biology

Miscellanea

TOTAL SYNTHESIS FROM HYDROXY ACIDS

Griseoviridin

Halicholactone

Brasilenyne

Octalactin A

(3Z)-Dactomelyne

UCS 1025A

Miscellanea

TOTAL SYNTHESIS FROM TERPENES

Picrotoxinin

Eucannabinolide

Trilobolide and Thapsivillosin

Briarellin E and F

Samanderine Y

Ambiguine H and Hapalindole U

Platensimycin

Phomactin A

Pinnaic Acid

Fusicoauritone

Miscellanea

TOTAL SYNTHESIS FROM CARBOCYCLIC PRECURSORS

Punctatin A

Acanthoic Acid

Stachybocin Spirolactam

Scabronine G

Chapecoderin A

Dragmacidin F

Reserpine

Fawcettimine

Tamiflu

Miscellanea

TOTAL SYNTHESIS FROM LACTONE PRECURSORS

Megaphone

Dihydromevinolin

Mennostatin A

Furaquinocin C

Miscellanea

SINGLE TARGET-ORIENTED SYNTHESIS

Synchronicity

Joining Forces

Back-to-Back Publishing

Same Year Publications

Single Target Molecules with Special Relevance

Quinine

Lactacystin

Taxol

MAN, MACHINE, AND VISUAL IMAGERY IN SYNTHESIS PLANNING

The LHASA Program

syngen

wodca

The CHIRON Program

Computer-Aided Synthesis Planning

THE ESSENCE OF SYNTHESIS -

A RETROSPECTIVE

Lest we Forget

The Corey and Stork Schools

The Visual Dialogue with Molecules

Total Synthesis: From whence we came

In Pursuit of the "Ideal Synthesis"

For the Love of Synthesis (Synthephilia)

Organic Synthesis: The where we are going (Quo vadis)

Synthesis at the Service of Humankind

From the Chiron Approach to Catalysis

A Salute to the Vanguards of Synthesis

Product Details

ISBN:
9783527319640
Author:
Hanessian, Stephen
Publisher:
Wiley-VCH
Author:
Giroux, Simon
Author:
Merner, Bradley L.
Subject:
Chemistry - Organic
Subject:
Organic chemistry
Subject:
Chiral Synthon, organic synthesis, progressive bond construction, functional manipulation, organic chemistry, industrial chemistry, enantiopure starting materials, chemical synthesis design
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Subject:
2012 IUPAC-Richter, 2012 Ernest Guenther Award, synthesis planning, synthesis, organic synthesis, natural products, Chiron Approach, amino-acids, carbohydrates, hydroxy acids, terpenes, lactones, catalytic asymmetric methods, Stephen Hanessian, Simon Giro
Copyright:
Publication Date:
20120814
Binding:
Paperback
Language:
English
Pages:
822
Dimensions:
240 x 42.5 x 170 mm 55 oz

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Design and Strategy in Organic Synthesis New Trade Paper
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Product details 822 pages Wiley-VCH Verlag GmbH - English 9783527319640 Reviews:
"Synopsis" by , This long-awaited graduate level book, written by one of the world's leading organic chemists in collaboration with two of his former and present coworkers, adopts a refreshingly unique approach to synthesis planning and execution.

Following an introductory look at the concept of synthesis, the authors discuss the Why, What, and How of organic synthesis as they apply to natural products. Although emphasis is on the Chiron Approach utilizing amino-acids, carbohydrates, hydroxy acids, terpenes, lactones and other naturally occurring small molecules as starting materials, catalytic asymmetric methods are also included as a corollary whenever relevant.

A must-have source of first class information for everyone working in organic synthesis, be it in academia or industry.

"Synopsis" by , Written by the prize winner of the 2012 IUPAC-Richter and the 2012 Ernest Guenther Award!

This long-awaited graduate level textbook adopts a refreshingly unique approach, and is written by one of the world's leading organic chemists.
Following an introductory look at the concept of synthesis, the text goes on to discuss sources of enantiomerically pure compounds, the Chiron approach, locating the various substructures, synthesis with the various precursors and computer-aided synthesis. The whole is rounded off by an appendix with selected transformations of amino acids, carbohydrates, hydroxyacids and terpenes.
A must-have source of first-class information for everyone working in organic synthesis, not only for graduate students.

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