Author
R. B. Woodward
Bio: R. B. Woodward is an academic researcher. The author has contributed to research in topics: Tetrahydrothiophene. The author has an hindex of 1, co-authored 1 publications receiving 66 citations.
Topics: Tetrahydrothiophene
Papers
More filters
67 citations
Cited by
More filters
TL;DR: By leveraging enzyme evolution technologies, the enantioselectivity of a KetoREDuctase (KRED) towards the nearly spatially symmetrical ketone tetrahydrothiophene-3-one was increased from 63% ee to...
116 citations
01 Jan 1991
TL;DR: This chapter summarizes the aldol reaction from a historical perspective and points out the limitations of the reaction as it was generally used prior to about 15 years ago.
Abstract: An ‘aldol’ reaction is the reaction of one carbonyl compound, acting as a nucleophile in the form of its enol or enolate derivative, with another, acting as an electrophile. The two carbonyl compounds may or may not be the same. The general reaction is subject to either acid or base catalysis. The initial product is a β-hydroxycarbonyl compound. Under some conditions, this primary product undergoes dehydration, resulting in an α,β-unsaturated carbonyl compound. In this chapter, we summarize the aldol reaction from a historical perspective and point out the limitations of the reaction as it was generally used prior to about 15 years ago.1 Succeeding chapters treat the aldol reaction as it is usually practiced today, in a ‘directed’ manner, using ‘preformed’ enolates.2 As will be seen in the sequel, an understanding of the factors regulating the stereochemistry of the aldol reaction has been largely responsible for the rebirth of this venerable reaction in the last 15 years.3
96 citations
TL;DR: The aldol condensation as discussed by the authors is defined as the condensation of an aromatic aldehyde or ketone usually in the presence of a basic catalyst, and has been applied to many other condensations involving the reaction of an α-ketone or β-aldol.
Abstract: The aldol condensation takes its name from aldol (3-hydroxybutanal) a name introduced by Wurtz who first prepared the beta-hydroxy aldehyde from acetaldehdye in 1872. The aldol condensation includes reactions producing beta-hydroxy aldehydes or beta-hydroxy ketones by self condensations or mixed condensations of aldehydes and ketones as well as reactions leading to alpha, beta-unsaturated aldehydes or alpha,beta-unsaturated ketones formed by dehydration of intermediate beta-aldols or beta-ketals. The Claisen-Schmidt condensation is most often taken to be the condensation of an aromatic aldehyde or ketone usually in the presence of a basic catalyst. The term aldol condensation has also been applied to many other condensations involving the reaction of an aldehyde or ketone. These condenations are discussed. The present review includes examples that are solely condensation reactions of aldehydes and ketones.
Keywords:
aldol condensation;
catalysis;
condensation;
aldehydes;
ketones;
intramolecular condensations;
stereochemistry;
amines;
acids;
bases;
self-condensation;
mixed condensation;
acyclic ketones;
alicyclic ketones;
alkyl aryl ketones;
dialdehydes;
diketones;
keto aldehydes
58 citations
TL;DR: Cacao flavour has been extracted from the beans and analysed by classical methods as discussed by the authors, and 29 new components have been isolated, including new components from beans' texture, texture, and texture.
Abstract: Cacao flavour has been extracted from the beans and analysed by classical methods. 29 new components have been isolated.
56 citations
TL;DR: In this article, free radical promoted ring expansion of nitrogen-, oxygen and sulfur-containing heterocyclic β-keto esters is described for phenylselenomethyl derivatives with tri-n-butyltin hydride leasds to smooth one-carbon ring expansion.
49 citations