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Catalytic Asymmetric Ring‐Opening Reaction of meso ‐Epoxides with Aryl Selenols and Thiols Catalyzed by a Heterobimetallic Gallium‐Titanium‐Salen Complex
Author(s) -
Sun Jiangtao,
Yang Minghua,
Yuan Fang,
Jia Xuefeng,
Yang Xia,
Pan Yi,
Zhu Chengjian
Publication year - 2009
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.200800767
Subject(s) - chemistry , desymmetrization , catalysis , enantioselective synthesis , aryl , lewis acids and bases , ring (chemistry) , gallium , medicinal chemistry , combinatorial chemistry , polymer chemistry , organic chemistry , alkyl
A chiral heterobimetallic Lewis acid complex has been developed as an efficient catalyst. The enantioselective desymmetrization of meso ‐epoxides with aryl selenols and thiols catalyzed by the heterobimetallic complex has been optimized. The optically active β ‐arylseleno alcohols and β‐ hydroxy sulfides were obtained in good yields and high enantioselectivities (up to 97% ee and 92% ee , respectively). A strong synergistic effect between different Lewis acids was exhibited in the catalytic process.