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镍催化的三级卤代烷与烯丙基碳酸酯的还原烯丙基化反应。

Nickel-Catalyzed Reductive Allylation of Tertiary Alkyl Halides with Allylic Carbonates.

机构信息

School of Materials Science and Engineering, Center for Supramolecular Materials and Catalysis and Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai, 200444, China.

出版信息

Angew Chem Int Ed Engl. 2017 Oct 9;56(42):13103-13106. doi: 10.1002/anie.201705521. Epub 2017 Sep 12.

DOI:10.1002/anie.201705521
PMID:28834053
Abstract

The construction of all C(sp ) quaternary centers has been successfully achieved under Ni-catalyzed cross-electrophile coupling of allylic carbonates with unactivated tertiary alkyl halides. For allylic carbonates bearing C1 or C3 substituents, the reaction affords excellent regioselectivity through the addition of alkyl groups to the unsubstituted allylic carbon terminus. The allylic alkylation method also exhibits excellent functional-group compatibility, and delivers the products with high E selectivity.

摘要

所有 C(sp ) 季碳原子的构建都是通过 Ni 催化的烯丙基碳酸酯与非活化的叔卤代烃的交叉电偶联反应成功实现的。对于带有 C1 或 C3 取代基的烯丙基碳酸酯,通过将烷基基团添加到未取代的烯丙基碳末端,反应表现出优异的区域选择性。烯丙基烷基化方法还表现出优异的官能团相容性,并以高 E 选择性得到产物。

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