Organic Chemistry Portal

Abstracts

Search:

Catalysis of Mukaiyama Aldol Reactions by a Tricyclic Aluminum Alkoxide Lewis Acid

Steven M. Raders and John G. Verkade*

*Department of Chemistry, Iowa State University, Ames, Iowa 50011, Email: jverkadeiastate.edu

S. M. Raders, J. G. Verkade, J. Org. Chem., 2009, 74, 5417-5428.

DOI: 10.1021/jo901571y (free Supporting Information)


see article for more reactions

Abstract

The Mukayiama aldol reaction of aldehydes is efficiently catalyzed by a dimeric alumatrane complex at mild or subambient temperatures. The protocol tolerates a wide variety of electron-rich, neutral, and deficient aryl, alkyl, and heterocyclic aldehydes. A wide variety of enol silyl ethers are also tolerated.

see article for more examples



P(PhCH2NCH2CH2)3N Catalysis of Mukaiyama Aldol Reactions of Aliphatic, Aromatic, and Heterocyclic Aldehydes and Trifluoromethyl Phenyl Ketone

V. R. Chintareddy, K. Wadhwa, J. G. Verkade, J. Org. Chem., 2009, 74, 8118-8132.


Key Words

Mukaiyama Aldol Addition, β-Hydroxy Esters


ID: J42-Y2009-2260