Addition reactions of O-bound cyclic nickel enolates to α,β-unsaturated ketones

Literature Information

Publication Date 2003-06-16
DOI 10.1039/B303062H
Impact Factor 6.222
Authors

Juan Cámpora, Celia M. Maya, Pilar Palma, Ernesto Carmona, Claudia Graiff, Antonio Tiripicchio


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Abstract

The addition of the O-bound nickel enolates Ni(C6H4-o-C(CHR)O)(dippe) (R = H, 1; R = Me, 2) to α,β-unsaturated ketones proceeds with complete stereoselectivity giving rise to [2 + 4] cycloadducts that can further evolve to generate open-chain, Michael-like products. The stereoselectivity of these reactions suggests a concerted mechanism, through an exo transition state.

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