Iron-Catalyzed Hydroboration of Vinylcyclopropanes

被引：57
|
作者：
Chen, Chenhui [1 ]
Shen, Xuzhong [1 ]
Chen, Jianhui [1 ]
Hong, Xin [1 ]
Lu, Zhan [1 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 19期
关键词：
BORYLALKENES ASYMMETRIC-SYNTHESIS; CARBON-CARBON BOND; ALLYLIC SUBSTITUTION; SELECTIVE HYDROBORATION; ALKENE HYDROBORATION; ACTIVATION; REGIO; HYDROSILYLATION; CHEMO; HYDROFUNCTIONALIZATION;
D O I：
10.1021/acs.orglett.7b02691
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An iron-catalyzed hydroboration of vinylcydo-propane with HBpin is first reported for the preparation of valuable homoallylic organoboronic esters. The iron catalysts enable efficient and regioselective C-C cleavage of vinylcyclo-propanes, stereoselectively delivering E-alkenes with good stereospecific selectivity at an allylic position. This protocol exhibits mild conditions with good functional group tolerability. The chiral homoallylic organoboronic esters could be further converted into chiral polysubstituted tetrahydrofuran and tetrahydropyran.
引用
收藏
页码：5422 / 5425
页数：4
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