Catalytic asymmetric Claisen rearrangement: Development and application

ORGN 368

Martin Hiersemann, martin.hiersemann@udo.edu, Lehrbereich Organische Chemie, Universitaet Dortmund, Otto-Hahn-Str. 6, Dortmund, 44227, Germany
The catalytic asymmetric Claisen rearrangement (CAC) of 2-alkoxycarbonyl-substituted allyl vinyl ethers provides access to highly substituted α-keto esters. Selected applications of the CAC in natural product synthesis will be presented.

1) L. Abraham, R. Czerwonka, M. Hiersemann Angew. Chem. Int. Ed. 2001, 40, 4700-4703. 2) L. Abraham, M. Körner, P. Schwab, M. Hiersemann Adv. Synth. Catal. 2004, 346, 1281-1294. 3) A. Pollex, M. Hiersemann Org. Lett. 2005, 7, 5705-5708. 4) M. Körner, M. Hiersemann Synlett 2006, 121-123.

 

Asymmetric Reactions and Syntheses
1:00 PM-5:00 PM, Tuesday, March 27, 2007 McCormick Place East -- Room E351, Level 3, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007