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Enantioselective Synthesis of β ‐Blockers via Hydrolytic Kinetic Resolution of Terminal Oxiranes by Using Bimetallic Chiral {{2,2′‐[Cyclohexane‐1,2‐diylbis(nitrilomethylidyne)]bis[phenolato]}(2−)}cobalt ([Co(salen)])‐Type Complexes
Author(s) -
Kawthekar Rahul B.,
Kim GeonJoong
Publication year - 2008
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200890037
Subject(s) - chemistry , bimetallic strip , kinetic resolution , enantioselective synthesis , hydrolysis , cobalt , cyclohexane , medicinal chemistry , catalysis , polymer chemistry , organic chemistry
The synthesis of chirally pure β ‐blockers was successfully achieved via hydrolytic kinetic resolution of butyl (±)‐4‐(oxiran‐2‐ylmethoxy)benzeneacetate ((±)‐ 1 ) and (±)‐4‐(oxiran‐2‐ylmethoxy)benzeneacetonitrile ((±)‐ 2 ) in the presence of bimetallic chiral [Co(salen)]‐type complexes. The newly synthesized bimetallic chiral [Co(salen)]‐type complexes exhibited excellent enantioselectivities of up to >98% ee in good yields ( Tables 1 – 3 ).