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镍(0)催化的共轭二烯的 1,4-选择性二硼化反应。

Ni(0)-catalyzed 1,4-selective diboration of conjugated dienes.

机构信息

Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.

出版信息

Org Lett. 2010 Oct 1;12(19):4348-51. doi: 10.1021/ol101797f.

Abstract

A catalytic stereoselective 1,4-diboration of conjugated dienes with B(2)(pin)(2) was accomplished with Ni(cod)(2) and PCy(3) as the catalyst. This reaction broadens the substrate scope of current methods for catalytic diene diboration by including internal and sterically hindered dienes, and it proceeds efficiently at low catalyst loadings. The intermediate allylboronate was oxidized to the stereodefined allylic 1,4-diol.

摘要

镍配合物和三苯基膦作为催化剂,实现了 B(2)(pin)(2)与共轭二烯的催化对映选择性 1,4-二硼化反应。该反应扩大了当前催化二烯二硼化方法的底物范围,包括内型和位阻二烯,并且在低催化剂负载下也能高效进行。中间体烯丙基硼酸酯被氧化为立体确定的烯丙基 1,4-二醇。

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