The first catalytic, diastereoselective, and enantioselective crossed-aldol reactions of aldehydes

Scott E. Denmark, Sunil K. Ghosh

Research output: Contribution to journalArticle

Abstract

The most basic of aldol constructions, namely the controlled stereoselective self-condensation of aldehydes, has finally found a general solution. Geometrically defined trichlorosilyl enolates of aldehydes display excellent reactivity, near perfect diastereoselectivity, and good (albeit variable) enantioselectivity in their addition to a wide range of aldehydes under catalysis by a chiral bisphosporamide (see scheme).

Original languageEnglish (US)
Pages (from-to)4759-4762
Number of pages4
JournalAngewandte Chemie - International Edition
Volume40
Issue number24
DOIs
StatePublished - Dec 17 2001

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Keywords

  • Aldol reaction
  • Diastereoselectivity
  • Enentioselectivity
  • Lewis base catalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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