Tetrahedron

Cross-metathesis of allyl halides with olefins bearing amide and ester groups

JI Yun, HR Kim, SK Kim, D Kim, J Lee

Index: Yun, Jeong In; Kim, Hyoung Rae; Kim, Sang Kyum; Kim, Deukjoon; Lee, Jongkook Tetrahedron, 2012 , vol. 68, # 4 p. 1177 - 1184

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Citation Number: 14

Abstract

An investigation was conducted to determine whether the cross-metathesis (CM) of allyl halides tolerates amide groups. The results show that the ruthenium-based complexes I–III serve as poor catalysts for the CM of allyl halides with olefins that contain an N, N- dimethylamide group. In contrast, the Grubbs–Hoveyda–Blechert second generation catalyst (III) efficiently promotes these processes with olefins bearing a Weinreb amide group. ...