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Enantioselective Claisen Rearrangements: Development of a First Generation Asymmetric Acyl-Claisen Reaction

Yoon, Tehshik P. and MacMillan, David W. C. (2001) Enantioselective Claisen Rearrangements: Development of a First Generation Asymmetric Acyl-Claisen Reaction. Journal of the American Chemical Society, 123 (12). pp. 2911-2912. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20170406-142024073

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Abstract

The development of an enantioselective catalytic Claisen rearrangement remains an important yet elusive goal in chemical synthesis. With this objective in mind, we recently reported the acyl-Claisen rearrangement, a Lewis acid-catalyzed variant of the Bellus reaction that utilizes acid chlorides and allylic amines in the stereoselective synthesis of ɑ,β-disubstituted-y,δ-unsaturated carbonyls (eq 1).


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja015612dDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja015612dPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja015612dPublisherSupporting Information
Additional Information:© 2001 American Chemical Society. Received 31 January 2001. Published online 2 March 2001. Published in print 1 March 2001. This paper is dedicated to Professor David A. Evans on the occasion of his 60th birthday. T.P.Y. is grateful for an NSF predoctoral fellowship. Financial support was provided by the NIH (R01 GM61214-01), the UC AIDS Research Program, and kind gifts from Boehringer-Ingelheim, Dupont, Johnson and Johnson, and Merck.
Funders:
Funding AgencyGrant Number
NIHR01 GM61214-01
University of California AIDS Research ProgramUNSPECIFIED
Boehringer-IngelheimUNSPECIFIED
DupontUNSPECIFIED
Johnson and JohnsonUNSPECIFIED
MerckUNSPECIFIED
NSF Predoctoral FellowshipUNSPECIFIED
Issue or Number:12
Record Number:CaltechAUTHORS:20170406-142024073
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170406-142024073
Official Citation:Enantioselective Claisen Rearrangements:  Development of a First Generation Asymmetric Acyl-Claisen Reaction Tehshik P. and David W. C. MacMillan Journal of the American Chemical Society 2001 123 (12), 2911-2912 DOI: 10.1021/ja015612d
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:75811
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:06 Apr 2017 22:51
Last Modified:03 Oct 2019 16:54

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