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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.