Acyclic stereoselection. 7. Stereoselective synthesis of 2-alkyl-3-hydroxy carbonyl compounds by aldol condensation

CH Heathcock, CT Buse, WA Kleschick…

Index: Heathcock, Clayton H.; Buse, Charles T.; Kleschick, William A.; Pirrung, Michael C.; Sohn, John E.; Lampe, John Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1066 - 1081

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Citation Number: 492

Abstract

The stereochemistry of the aldol condensation of preformed lithium enolates of a variety of ethyl ketones and propionic acid derivatives with aldehydes has been investigated. It is found that certain compounds give completely or nearly completely one diastereomeric enolate and that the stereostructure of the resulting aldol is correlated with the stereostructure of the enolate from which it is formed. The observed stereochemistry may ...