Stereoselective synthesis of α-allenols by rhodium-catalyzed reaction of alkynyl oxiranes with arylboronic acids

被引:75
|
作者
Miura, Tomoya
Shimada, Masahiko
Ku, Sung-Yu
Tamai, Tomohiro
Murakami, Masahiro
机构
[1] Kyoto Univ, Dept Synth Chem & Biolog Chem, Kyoto 6159510, Japan
[2] Natl Taiwan Univ, Dept Chem, Taipei, Taiwan
关键词
beta-oxygen elimination; addition; allenes; boron; rhodium;
D O I
10.1002/anie.200701505
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Better than Cu, Pd, and Fe catalysts: The rhodium-catalyzed reaction of alkynyl oxiranes with arylboronic acids provides synconfigured α-allenols with excellent diastereoselectivity. Precoordination of the oxygen atom of the oxirane ring to rhodium is assumed to contribute to the high stereoselectivity as well as high reactivity. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7101 / 7103
页数:3
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