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

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 synthes...

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Veröffentlicht in:Helvetica chimica acta 2008-02, Vol.91 (2), p.317-332
Hauptverfasser: Kawthekar, Rahul B., Kim, Geon-Joong
Format: Artikel
Sprache:eng
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Zusammenfassung: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).
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200890037