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Published March 28, 2001 | Supplemental Material
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Enantioselective Claisen Rearrangements: Development of a First Generation Asymmetric Acyl-Claisen Reaction


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).

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© 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.

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