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Amide‐Controlled Highly Selective Catalytic Borylcupration of Allenes
Author(s) -
Yuan Weiming,
Zhang Xue,
Yu Yihua,
Ma Shengming
Publication year - 2013
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.201202835
Subject(s) - stereoselectivity , amide , chemistry , catalysis , allene , regioselectivity , combinatorial chemistry , stereochemistry , organic chemistry
A novel copper‐catalyzed, highly regio‐ and stereoselective borylcupration of substituted 2,3‐allenamides with bis(pinacolato)diboron producing Z ‐β‐borylated β,γ‐unsaturated enoamides has been demonstrated. Due to the unique effect of the amide‐group, perfect regio‐ and stereoselectivity and good to excellent yields have been achieved, which were rationalized by a DFT study.
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