A  trans ‐Selective Hydroboration of Internal Alkynes | Zendy

Sundararaju Basker | Zendy; Fürstner Alois | Zendy

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A trans ‐Selective Hydroboration of Internal Alkynes

Author(s) -

Sundararaju Basker,

Fürstner Alois

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201307584

Subject(s) - hydroboration , service (business) , chemistry , computer science , information retrieval , world wide web , combinatorial chemistry , catalysis , organic chemistry , business , marketing

Violate the rule : The reigning stereochemical principle of hydroboration is the suprafacial delivery of hydrogen and boron to the same π‐face of a given starting material. This fundamental rule of cis addition is now easily broken for internal alkynes with the help of [Cp*Ru(MeCN) 3 ]PF 6 (Cp*=η 5 ‐C 5 Me 5 ) as the catalyst. The resulting trans ‐selective hydroboration opens a practical new entry into E ‐configured alkenylboron derivatives.

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