Synthesis of optically active boron-silicon bifunctional cyclopropane derivatives through enantioselective copper(I)-catalyzed reaction of allylic carbonates with a diboron derivative

被引：204

作者：

Ito, Hajime ^{[1
]}

Kosaka, Yuki ^{[1
]}

Nonoyama, Kousuke ^{[1
]}

Sasaki, Yusuke ^{[1
]}

Sawamura, Masaya ^{[1
]}

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 39期

关键词：

asymmetric catalysis; boron; copper; cyclization; silicon;

D O I：

10.1002/anie.200802342

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Two for the show: A copper(I)-catalyzed reaction forms boron-silicon bifunctional cyclopropane derivatives from γ-silylated allylic carbonates and a diboron species (see scheme). The reaction is highly enantioselective when a chiral bisphosphine ligand is used. The stereoelectronic effect of the silyl group induces unusual regioselectivity of the boryl-copper(I) addition across the C-C double bond. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7424 / 7427

页数：4

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