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Classics in Total Synthesis: Targets, Strategies, Methods

Author(s): K. C. Nicolaou (The Scripps Research Institute, and the University of California, San Diego, La Jolla, USA); E. J. Sorensen (The Scripps Research Institute, La Jolla, USA)
Edition: 1st
ISBN10: 3527292314
ISBN13: 9783527292318
Cover: Paperback
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SummaryTable of Contents
K. C. Nicolaou, E. J. Sorensen Classics in Total Synthesis Targets, Strategies, Methods This book is a must for every synthetic organic chemist. With didactic skill and clarity, K. C. Nicolaou and E. J. Sorensen present the most remarkable and ingenious total syntheses from the laboratories of some of the world’s greatest synthetic organic chemists. To make the strategies more understandable and accessible, especially to the novice, each total synthesis is first analyzed retrosynthetically. The authors then carefully describe each step and comment on alternative methods and potential pitfalls. When appropriate, key chemical reactions are discussed in the wider context of the chemical literature, giving the reader a lesson in both total synthesis and synthetic methods. Diverse structural types of natural products and important organic transformations including pericyclic, ionic, radical, and photochemical reactions are covered. Catalysis, asymmetric synthesis, organometallic chemistry, and cyclization reactions are especially highlighted. Mechanism, reactivity, selectivity, and stereochemistry are presented clearly and discussed analytically. Numerous references to useful reviews and the original literature will make this book the first point of entry into the vast field of synthetic organic chemistry. Special emphasis is placed on the skillful use of graphics and schemes. Retrosynthetic analyses, reaction sequences and crucial synthetic steps are presented in boxed, blue background sections within the text. For easy reference, key intermediates are also shown in the margins. Graduate students, teachers, and researchers alike will find this book to be a gold mine of useful information. Every synthetic chemist will have a copy on his or her desk.

This book is a must for every synthetic chemist. With didactic skill and clarity, K. C. Nicolaou and E. Sorensen present the most remarkable and ingenious total syntheses from outstanding synthetic organic chemists.

To make the complex strategies more accessible, especially to the novice, each total synthesis is analyzed retrosynthetically. The authors then carefully explain each synthetic step and give hints on alternative methods and potential pitfalls. Numerous references to useful reviews and the original literature make this book an indispensable source of further information.

Special emphasis is placed on the skillful use of graphics and schemes: Retrosynthetic analyses, reaction sequences, and stereochemically crucial steps are presented in boxed sections within the text. For easy reference, key intermediates are also shown in the margins.

Graduate students and researchers alike will find this book a gold mine of useful information essential for their daily work. Every synthetic organic chemist will want to have a copy on his or her desk.
Introduction: Constructing the Molecules of Nature
Strychnine
R. B. Woodward
Penicillin V
J. C. Sheehan
Reserpine
R. B. Woodward
Prostaglandin F2α (PGF2α) and Prostaglandin E2 (PGE2α)
E. J. Corey
Progesterone
W. S. Johnson
Carpanone
O. L. Chapman
Vitamin B12
R. B. Woodward
A. Eschenmoser
Prostaglandin A2 (PGA2) and Prostaglandin F2α(PGF2α)
G. Stork
Estrone
K. P. C. Vollhardt
Erythronolide B
E. J. Corey
Monensin
Y. Kishi
Periplanone B
W. C. Still
Isocomene
M. C. Pirrung
Monensin
W. C. Still
Thienamycin
Merck
Endiandric Acids
K. C. Nicolaou
Biotin
Hoffmann-La Roche
L-Hexoses
S. Masamune
K. B. Sharpless
Asteltoxin
S. L. Schreiber
Periplanone B
S. L. Schreiber
Menthol
Takasago
Hirsutene and Δ9(12)-Capnellene
D. P. Curran
Amphoteronolide B and Amphotericin B
K. C. Nicolaou
Ginkgolide B
E. J. Corey
Methyl Homosecodaphniphyllate
C. H. Heathcock
Indolizomycin
S. J. Danishefsky
Cytovaricin
D. A. Evans
Gilvocarcin M and Gilvocarcin V
K. Suzuki
Calicheamicin γI1
K. C. Nicolaou
Rapamycin
K. C. Nicolaou
Paeoniflorigenin and Paeoniflorin
E. J. Corey
Strychnine
L. E. Overman
Taxol
K. C. Nicolaou
Zaragozic Acid A/Squalestatin S1
K. C. Nicolaou
Palytoxin
Y. Kishi
Brevetoxin B
K. C. Nicolaou

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