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Catalytic Asymmetric Addition of Alkyl Enol Ethers to 1,2‐Dicarbonyl Compounds: Highly Enantioselective Synthesis of Substituted 3‐Alkyl‐3‐Hydroxyoxindoles
Author(s) -
Zheng Ke,
Yin Chengkai,
Liu Xiaohua,
Lin Lili,
Feng Xiaoming
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007145
Subject(s) - enantioselective synthesis , enol , catalysis , chemistry , yield (engineering) , alkyl , organic chemistry , substrate (aquarium) , glyoxal , combinatorial chemistry , materials science , metallurgy , oceanography , geology
A familiar ring : An efficient catalytic asymmetric hetero‐ene reaction of 1,2‐dicarbonyl compounds (including isatins, α‐ketoesters, and glyoxal derivatives) is described. The catalyst system derived from 1 can be used for a broad substrate scope and the corresponding products were obtained in good yield and excellent enantioselectivity. M.S.=molecular sieves.