4.6 Article

Synthesis and application of bimetallic chiral [Co(salen)]-type complexes:: a new catalytic approach to synthesis of optically pure β-blockers via kinetic resolution of epichlorohydrin

Journal

APPLIED ORGANOMETALLIC CHEMISTRY
Volume 22, Issue 10, Pages 583-591

Publisher

WILEY
DOI: 10.1002/aoc.1447

Keywords

kinetic resolution; beta-blockers; asymmetric catalysis; cobalt salen; alpha-aryloxy alcohols; ionic liquids; nonlinear effect

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A series of bimetallic chiral [Co(salen)]-type complexes were successfully applied for the synthesis of optically pure beta-blockers via phenolic kinetic resolution (PKR) of racemic epichlorohydrin [2-(chloromethyl)oxirane; (+/-)ECH]. The reaction proceeded readily at room temperature and consequently provided enantiomerically enriched corresponding alpha-aryloxy alcohols with excellent enantioselectivities of up to 98% ee. The PKR method described in this work is highly efficient and straightforward strategy for the synthesis of chiral building blocks. Copyright (C) 2008 John Wiley & Sons, Ltd.

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