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

页码：462 / 468

页数：7

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