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Inside Cover: Organocatalytic Asymmetric Benzylation and Aldol‐Hemiacetalization of α,β‐Unsaturated Trifluoromethyl Ketones: Efficient Enantioselective Construction of 3,4‐Dihydroisocoumarins (Chem. Eur. J. 3/2017)
Author(s) -
Duan Jindian,
Cheng Yuyu,
Cheng Jing,
Li Rou,
Li Pengfei
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605123
Subject(s) - enantioselective synthesis , stereocenter , chemistry , trifluoromethyl , aldol reaction , organocatalysis , organic chemistry , optically active , thiourea , catalysis , alkyl
A facile and efficient strategy has been developed for the asymmetric synthesis of optically active 3,4‐dihydroisocoumarins, analogues of typharin, bearing a trifluoromethylated tetrasubstituted carbon stereocenter, in high enantioselectivity. The method employed was an organocatalytic enantioselective benzylation and aldol‐hemiacetalization of α,β‐unsaturated trifluoromethyl ketones with toluene derivatives in the presence of a tertiary amine‐thiourea catalyst. More information can be found in the Communication by P. Li et al. on page 519 ff.