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Enantioselective Synthesis of 4‐Substituted Dihydrocoumarins through a Zinc Bis(hydroxyamide)‐Catalyzed Conjugate Addition of Terminal Alkynes
Author(s) -
Blay Gonzalo,
Muñoz M. Carmen,
Pedro José R.,
SanzMarco Amparo
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201201120
Subject(s) - chemistry , enantioselective synthesis , diethylzinc , conjugate , catalysis , enantiomer , combinatorial chemistry , enantiomeric excess , zinc , organic chemistry , medicinal chemistry , mathematical analysis , mathematics
A new enantioselective catalyst for the conjugate addition of terminal alkynes has been developed. Terminal alkynes react with 3‐alkoxycarbonylcoumarins in the presence of diethylzinc and bis(hydroxyamide) ligands to give chiral non‐racemic dihydrocoumarins substituted with an alkynyl group on the C‐4 position with good yields and enantiomeric excesses up to 95%.