A solution to the cyclic aldol problem

Autor: Daniel C. Weinseimer, Steven W. Baldwin, Ping Chen, Nikola Nikolic
Rok vydání: 2000
Předmět:
Zdroj: Organic letters. 2(9)
ISSN: 1523-7052
Popis: [formula: see text] A protocol for achieving stereoselective aldol reactions with cyclic ketones is presented. In terms of yield, the process is particularly effective when a quaternary center at the alpha-carbon of the beta-hydroxy ketone product is created. The stereochemical outcome, anti or syn, is achieved by the Lewis acid-mediated ring expansion of stereochemically homogeneous epoxides in a reaction related to the pinacol rearrangement.
Databáze: OpenAIRE