The first example of asymmetric induction in an anionic amino-Cope rearrangement
1998; Elsevier BV; Volume: 39; Issue: 20 Linguagem: Inglês
10.1016/s0040-4039(98)00487-0
ISSN1873-3581
AutoresSteven M. Allin, Martin A. C. Button,
Tópico(s)Asymmetric Hydrogenation and Catalysis
ResumoThe anionic amino-Cope rearrangement of suitably functionalized acyclic 3-amino-1,5-diene 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 stereochemistry of the products has been verified and transition state models are proposed to rationalize the stereochemical outcome.
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