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The first example of asymmetric induction in an anionic amino-Cope rearrangement

✍ Scribed by Steven M. Allin; Martin A.C. Button

Book ID: 104259146
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 222 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)00487-0

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✦ Synopsis

The anionic amino-Cope rearrangement of suitably functionalized acyclic 3-amino-l,5-dicn¢ substrates has been achieved and we report the first example of an asymmetric anionic amino-Cope rearrangement to yield an enantiomerically enriched product (75% e.e.). The absolute stereochemisU3, of the products has been verified and transition state models are proposed to rationalize the stereochemical outcome,

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