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A Chiral Bipyridyl Alcohol for Catalytic Enantioselective Nozaki–Hiyama–Kishi Allylation of Aldehydes and Ketones
Author(s) -
Chen RuiYu,
Dhondge Attrimuni P.,
Lee GeneHsian,
Chen Chinpiao
Publication year - 2015
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.201400945
Subject(s) - chemistry , enantioselective synthesis , allylic rearrangement , catalysis , alcohol , halide , ligand (biochemistry) , chromium , organic chemistry , combinatorial chemistry , biochemistry , receptor
Abstract A class of bipyridyl alcohol ligands has been developed. A catalyst synthesized using a chromium(II)‐ligand promotes the enantioselective Nozaki–Hiyama–Kishi (NHK) allylation of aldehydes and ketones with allylic halides. The allylation of various aromatic, α,β‐unsaturated, and aliphatic aldehydes and ketones produces the desired homoallylic alcohols in satisfactory yields (up to 98%) and high enantioselectivities (up to 99% ee ). The present method can be applied widely and affords an efficient means of obtaining chiral homoallylic alcohols.