A New Organocatalytic Approach to Substituted Unsaturated Lactams

Author(s): Margherita De Rosa, Carmen Talotta, Annunziata Soriente.

Journal Name: Letters in Organic Chemistry

Volume 6 , Issue 4 , 2009

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Abstract:

The first organocatalytic approach to erythro and threo lactam derivatives was successfully achieved from the addition of TBSOP (1) to aromatic and aliphatic aldehydes in the presence of a commercially available urea-derivative 5 supporting the broad potential for hydrogen-bond catalysis in the vinylogous Mukaiyama aldol addition. The transition states leading to the major diastereoisomers are discussed.

Keywords: Organocatalysis, TBSOP, Urea-type catalyst, Aldehydes addition, Solvent-free, Vinylogous addition

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Article Details

VOLUME: 6
ISSUE: 4
Year: 2009
Page: [301 - 305]
Pages: 5
DOI: 10.2174/157017809788489936
Price: $65

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