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Enantioselective vinylation of aldehydes with the vinyl Grignard reagent catalyzed by magnesium complex of chiral BINOLs
Author(s) -
Wang Pei,
Ma GuoRong,
Yu ShengLi,
Da ChaoShan
Publication year - 2019
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23038
Subject(s) - chemistry , magnesium bromide , enantioselective synthesis , magnesium , reagent , catalysis , organic chemistry , bromide , aldehyde , grignard reagent
Enantioselective vinylation of aldehydes via direct catalytic asymmetric Grignard reaction of aldehdyes and the vinyl Grinard reagent is a long‐standing challenge. This work demonstrated that the magnesium ( S )‐3,3′‐dimethyl BINOLate enantioselectively catalyze the direct vinylation of aldehydes with the deactivated vinylmagnesium bromide by bis(2‐[ N,N ′‐dimethylamino]ethyl) ether (BDMAEE) in the addition of n ‐butylmagnesium chloride. The highest ee of 63% was achieved up to date.