4.4 Article

Novel enantioselective direct aldol-type reaction promoted by a chiral phosphine oxide as an organocatalyst

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 32, Pages 4602-4605

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.05.065

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Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology, Japan

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Chiral phosphine oxide successfully catalyzed the direct aldol-type reactions of cyclohexanone derivatives and benzaldehyde derivatives in high stereoselectivities. The reaction mechanism involves the in situ formation of trichlorosilyl enol ethers. The present reaction could be extended to the cross-aldol reactions between two aldehydes. (C) 2009 Elsevier Ltd. All rights reserved.

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