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
收藏
页码：42 / 45
页数：4
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