Copper- and Cobalt-Catalyzed Direct Coupling of sp3 α-Carbon of Alcohols with Alkenes and Hydroperoxides

被引：184

作者：

Cheng, Jun-Kee ^{[2
]}

Loh, Teck-Peng ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 01期

关键词：

C-H FUNCTIONALIZATION; CARBONYLATION-PEROXIDATION; ASYMMETRIC ADDITION; GRIGNARD-REAGENTS; BOND FUNCTIONALIZATION; NUCLEOPHILIC-ADDITION; C(SP(3))-H BONDS; ETHERS; ALDEHYDES; ACTIVATION;

D O I：

10.1021/ja510635k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A zerovalent copper- and cobalt-catalyzed direct coupling of the sp(3) alpha-carbon of alcohols with alkenes and hydroperoxides was developed in which the hydroperoxides acted as radical initiator and then coupling partner. 1,3-Enynes and vinylarenes underwent alkylation-peroxidation to give beta-peroxy alcohols and beta-hydroxyketones correspondingly with excellent functional group tolerance. The resulting beta-peroxy alcohols could be further transformed into beta-hydroxyynones and propargylic 1,3-diols.

引用

页码：42 / 45

页数：4

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