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Catalytic Asymmetric Chlorinative Dearomatization Reaction of Benzofurans
Author(s) -
Liang XiaoWei,
Zheng Chao,
You ShuLi
Publication year - 2016
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.201501184
Subject(s) - chemistry , benzofuran , stereocenter , oxazole , catalysis , reagent , combinatorial chemistry , organic chemistry , enantioselective synthesis
A catalytic asymmetric chlorinative dearomatization reaction of benzofuran derivatives was achieved by using hydroquinidine 1,4‐phthalazinediyl diether [(DHQD) 2 PHAL] as the catalyst and N ‐chlorophthalimide (NCP) as the chlorinating reagent. A series of chlorinated spiro[benzofuran‐2,5′‐oxazole]s bearing two contiguous stereogenic centers was obtained in high yields (up to 99%) with excellent enantioselectivity (up to 99% ee ).