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Enantioselective Synthesis of 2‐Substituted‐1,5‐Benzodiazepines through Domino Reaction of o ‐Phenylenediamine and Chalcone Derivatives
Author(s) -
Fu Xuan,
Feng Juhua,
Dong Zhenhua,
Lin Lili,
Liu Xiaohua,
Feng Xiaoming
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100938
Subject(s) - enantioselective synthesis , chemistry , chalcone , domino , o phenylenediamine , ligand (biochemistry) , medicinal chemistry , organic chemistry , stereochemistry , combinatorial chemistry , catalysis , biochemistry , receptor
Chiral 2‐substituted‐1,5‐benzodiazepine derivatives were synthesized for the first time from an enantioselective domino reaction involving o ‐phenylenediamine and 2′‐hydroxychalcones. The titanium complex formed from chiral ligand 1a derived from ( S )‐BINOL and L ‐prolineamide promoted the reaction and gave the products in good yields with up to 82 % ee .