Stereoselective Synthesis of Vinylboronates by Rh-Catalyzed Borylation of Stereoisomeric Mixtures

被引：18
作者：
Li, Shenhuan [1 ]
Li, Jie [1 ]
Xia, Tianlai [1 ]
Zhao, Wanxiang [1 ]
机构：
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing Chemometr, Changsha 410082, Hunan, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2019年 / 37卷 / 05期
基金：
中国国家自然科学基金;
关键词：
borylation; C-O electrophiles; rhodium catalysis; isomerization; C-O BOND; CROSS-COUPLING REACTIONS; CARBON-CARBON BONDS; ARYL ETHERS; DEHYDROGENATIVE BORYLATION; REDUCTIVE CLEAVAGE; TERMINAL ALKYNES; SELECTIVE HYDROBORATION; EFFICIENT SYNTHESIS; GRIGNARD-REAGENTS;
D O I：
10.1002/cjoc.201800575
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
main observation and conclusion The stereoselective preparation of vinylboronates via rhodium-catalyzed borylation of E/Z mixtures of vinyl actetates is described, and this method was also extended to synthesis of vinyldiboronates. These transformations feature high functional group compatibility and mild reaction conditions. Control experiments support a mechanism that involved a Rh-catalyzed borylation-isomerization sequence. The isomerization of (Z)-vinylboronates to (E)-isomers was also demonstrated.
引用
收藏
页码：462 / 468
页数：7
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