Synthesis of Highly Substituted Tetrahydrofurans by Catalytic Polar-Radical-Crossover Cycloadditions of Alkenes and Alkenols

被引：128

作者：

Grandjean, Jean-Marc M. ^{[1
]}

Nicewicz, David A. ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 14期

关键词：

organocatalysis; photoredox catalysis; radicals; tetrahydrofuran; VISIBLE-LIGHT PHOTOCATALYSIS; RING-EXPANSION REACTION; ONE-POT SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ALDEHYDES; CYCLOPROPANES; METHANOCHROMANONE; PHOTOCHEMISTRY; PYRROLIDINES;

D O I：

10.1002/anie.201210111

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Light up my ring: The title reaction is catalyzed by an acridinium/phenylmalononitrile photoredox system. A variety of readily available olefins and unsaturated alcohols can be employed to furnish tetrahydrofuran adducts with complete regiocontrol and up to four contiguous stereogenic centers. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3967 / 3971

页数：5

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