Chemical communications

Rhodium/diene-catalyzed asymmetric 1, 4-addition of arylboronic acids to α, β-unsaturated Weinreb amides

R Shintani, T Kimura, T Hayashi

Index: Shintani, Ryo; Kimura, Takahiro; Hayashi, Tamio Chemical Communications, 2005 , # 25 p. 3213 - 3214

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Citation Number: 47

Abstract

Under these conditions with (S,S)-3b, several other α,β-unsaturated Weinreb amides bearing a primary alkyl, a secondary alkyl, or an aryl group at the β-position can also be phenylated in good yield and enantioselectivity (74–92% yield, 80–90% ee; Table 1, entries 1–4). With respect to the nucleophilic component, various aromatic groups can be installed under the same conditions in high yield and ee as well (83–93% yield, 86–92% ee; entries 5–8).

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