The Chemistry of Enoxysilacyclobutanes: Highly Selective, Uncatalyzed Aldol Additions

Scott E. Denmark, Brian D. Griedel, Diane M. Coe

Research output: Contribution to journalArticlepeer-review

Abstract

O-(Silacyclobutyl) ketene acetals derived from esters, thiol esters, and amides reacted with a variety of aldehydes at room temperature without the need for catalysts. The O,O-ketene acetal of E-configuration reacted rapidly to afford the syn aldol products with high diastereoselectivity (93/7∼99/1).

Original languageEnglish (US)
Pages (from-to)988-990
Number of pages3
JournalJournal of Organic Chemistry
Volume58
Issue number5
DOIs
StatePublished - Jan 1 1993

ASJC Scopus subject areas

  • Organic Chemistry

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