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Olefin‐Directed Palladium‐Catalyzed Regio‐ and Stereoselective Hydroboration of Allenes
Author(s) -
Zhu Can,
Yang Bin,
Qiu Youai,
Bäckvall JanE.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201505130
Subject(s) - hydroboration , allene , olefin fiber , chemistry , stereoselectivity , catalysis , palladium , organic chemistry , alkyl , substrate (aquarium) , stereochemistry , medicinal chemistry , oceanography , geology
An olefin‐directed palladium‐catalyzed regio‐ and stereoselective hydroboration of allenes has been developed to afford fully substituted alkenylboron compounds. The reaction showed a broad substrate scope: a number of functionalized allenes, including 2,3‐dienoate, 3,4‐dienoate, 3,4‐dienol, 1,2‐allenylphosphonate, and alkyl‐substituted allenes, could be used in this olefin‐directed allene hydroboration. The olefin unit was proven to be an indispensable element for this transformation.