期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 13, 页码 4270-4274出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600599
关键词
alkynes; alkynylation; boronic esters; synthetic methods
资金
- Horizon Marie Sklodowska-Curie Fellowship [EMTECS/652890]
- EPSRC [EP/I038071/1]
- EPSRC [EP/I038071/1, EP/K03927X/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/I038071/1, EP/K03927X/1] Funding Source: researchfish
Enantioenriched secondary and tertiary alkyl pinacolboronic esters undergo enantiospecific deborylative alkynylation through a Zweifel-type alkenylation followed by a 1,2-elimination reaction. The process involves use of -lithio vinyl bromide or vinyl carbamate species, for which application to Zweifel-type reactions has not previously been explored. The resulting functionalized 1,1-disubstituted alkenes undergo facile base-mediated elimination to generate terminal alkyne products in high yield and excellent levels of enantiospecificity over a wide range of pinacolboronic ester substrates. Furthermore, along with terminal alkynes, internal and silyl-protected alkynes can be formed by simply introducing a suitable carbon- or silicon-based electrophile after the base-mediated 1,2-elimination reaction.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据