Modern Organic Synthesis in the Laboratory

by Li, Jie Jack; Limberakis, Chris; Pflum, Derek A.

• ISBN13: 9780195187991
• ISBN10: 0195187997
• Format: Paperback
• Copyright: 2007-09-10
• Publisher: Oxford University Press

Summary

Searching for reaction in organic synthesis has been made much easier in the current age of computer databases. However, the dilemma now is which procedure one selects among the ocean of choices. Especially for novices in the laboratory, it becomes a daunting task to decide what reaction conditions to experiment with first in order to have the best chance of success. This collection intends to serve as an "older and wiser lab-mate" one could have by compiling many of the most commonly used experimental procedures in organic synthesis. With chapters that cover such topics as functional group manipulations, oxidation, reduction, and carbon-carbon bond formation, Modern Organic Synthesis in the Laboratory will be useful for both graduate students and professors in organic chemistry and medicinal chemists in the pharmaceutical and agrochemical industries.

Table of Contents

Foreword	p. vii
Abbreviations and Acronyms	p. xv
Fundamental Techniques	p. 3
Safety!	p. 3
Useful Preparations	p. 5
Chromatography	p. 17
Crystallization	p. 22
Residual Solvent Peaks in Nuclear Magnetic Resonance	p. 24
Functional Group Manipulations	p. 28
Alcohol Oxidation State	p. 28
Ketone Oxidation State	p. 39
Acid Oxidation State	p. 44
Oxidation	p. 55
Alcohol to Ketone Oxidation State	p. 55
Alcohol to Acid Oxidation State	p. 68
Olefin to Diol	p. 70
Aldehyde to Acid Oxidation State	p. 76
Heteroatom Oxidations	p. 78
Reductions	p. 81
Alcohols to Alkanes	p. 81
Aldehydes, Amides, and Nitriles to Amines	p. 83
Carboxylic Acids and Derivatives to Alcohols	p. 85
Esters and Other Carboxylic Acid Derivatives to Aldehydes	p. 88
Ketones or Aldehydes to Alcohols	p. 91
Ketones to Alkanes or Alkenes	p. 98
Reductive Dehalogenations	p. 104
Carbon-Carbon Double and Triple Bond Reductions	p. 105
Heteroatom-Heteroatom Reductions	p. 108
Carbon-Carbon Bond Formation	p. 111
Carbon-Carbon Forming Reactions (Single Bonds)	p. 111
Carbon-Carbon Double Bonds (Olefin Formation)	p. 150
Reactions that Form Multiple Carbon-Carbon Bonds	p. 166
Protecting Groups	p. 168
Alcohols and Phenols	p. 168
Amines and Anilines	p. 176
Aldehydes and Ketones	p. 185
Index	p. 191
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