Construction of Quaternary Stereogenic Carbon Centers through Copper-Catalyzed Enantioselective Allylic Alkylation of Azoles

被引：52

作者：

Ohmiya, Hirohisa ^{[1
]}

Zhang, Heng ^{[1
]}

Shibata, Saori ^{[1
]}

Harada, Ayumi ^{[1
]}

Sawamura, Masaya ^{[1
]}

机构：

[1] Hokkaido Univ, Fac Sci, Dept Chem, Sapporo, Hokkaido 0600810, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 15期

关键词：

allylic compounds; asymmetric catalysis; carbenes; copper; heterocycles; FRIEDEL-CRAFTS ALKYLATION; CONJUGATE ADDITION; SUBSTITUTION; REAGENTS; ALKENES; STEREOCENTERS; INDOLES; TERTIARY; IMINES; BONDS;

D O I：

10.1002/anie.201600619

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Copper-catalyzed enantioselective allylic alkylation of azoles with ,-disubstituted primary allylic phosphates was achieved using a new chiral N-heterocyclic carbene ligand bearing a naphtholic hydroxy group. This reaction occurred with excellent branch regioselectivity and high enantioselectivity, thus forming a controlled all-carbon quaternary stereogenic center at the position to the heteroaromatic ring.

引用

页码：4777 / 4780

页数：4

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