Published September 9, 2009
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Journal Article
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Catalytic Enantioselective Stereoablative Alkylation of 3-Halooxindoles: Facile Access to Oxindoles with C3 All-Carbon Quaternary Stereocenters
Abstract
From 2 to 1! Racemic tertiary halooxindoles proceed to enantioenriched oxindoles bearing all-carbon quaternary stereocenters as a result of a catalytic enantioselective stereoablative process (see scheme). The application of this procedure allows for the rapid asymmetric construction of biologically significant alkaloid core motifs.
Additional Information
© 2009 WILEY. Received: 1 June 2009. We wish to thank the California TRDRP (postdoctoral fellowships to X.H. and S.K.), Abbott Laboratories, Amgen, Merck, Bristol-Myers Squibb, Boehringer Ingelheim, the Gordon and Betty Moore Foundation, and Caltech for financial support. Lawrence Henling and Dr. Michael Day are gratefully acknowledged for X-ray crystallographic structure determination. Prof. David Horne is thanked for helpful discussions. The Bruker KAPPA APEX II X-ray diffractometer was purchased through an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094. Dr. David VanderVelde and Dr. Scott Ross are acknowledged for NMR assistance.Attached Files
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Additional details
- Eprint ID
- 16164
- DOI
- 10.1002/anie.200902943
- Resolver ID
- CaltechAUTHORS:20091002-090709845
- Abbott Laboratories
- Amgen
- Bristol-Myers Squibb
- Boehringer Ingelheim
- Gordon and Betty Moore Foundation
- Caltech
- NSF
- CHE-0639094
- Created
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2009-10-06Created from EPrint's datestamp field
- Updated
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2021-11-08Created from EPrint's last_modified field