(BuLi)-Bu-n-promoted anti-Markovnikov selective hydroboration of unactivated alkenes and internal alkynes

An efficient and general (BuLi)-Bu-n-promoted anti-Markovnikov selective hydroboration of various alpha-alkenes, 1,1-disubstituted alkenes and internal alkynes with pinacolborane for the synthesis of alkylboronic esters is described. This protocol features easy accessibility of catalysts and substra...

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Bibliographic Details
Published inORGANIC CHEMISTRY FRONTIERS Vol. 6; no. 16; pp. 2949 - 2953
Main Authors Wang, Zi-Chao, Wang, Min, Gao, Jian, Shi, Shi-Liang, Xu, Youjun
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.08.2019
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CATALYZED HYDROBORATION
KETONES
HYDROFUNCTIONALIZATION
TRANS-HYDROBORATION
REDUCTION
COMPLEXES
TERMINAL ALKYNES
ALDEHYDES
EFFICIENT
BORYLATION
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ISSN2052-4129
DOI10.1039/c9qo00750d

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Summary:An efficient and general (BuLi)-Bu-n-promoted anti-Markovnikov selective hydroboration of various alpha-alkenes, 1,1-disubstituted alkenes and internal alkynes with pinacolborane for the synthesis of alkylboronic esters is described. This protocol features easy accessibility of catalysts and substrates, a broad substrate scope, and simple operation as well as scale-up ability.
ISSN:2052-4129
DOI:10.1039/c9qo00750d