Tetrahedron

Asymmetric synthesis of 3, 5-dihydroxy-6 (E)-heptenoate-containing HMG-CoA reductase inhibitors

O Tempkin, S Abel, CP Chen, R Underwood, K Prasad…

Index: Tempkin, Orin; Abel, Stephan; Chen, Chung-Pin; Underwood, Russell; Prasad, Kapa; Chen, Kau-Ming; Repic, Oljan; Blacklock, Thomas J. Tetrahedron, 1997 , vol. 53, # 31 p. 10659 - 10670

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Citation Number: 36

Abstract

A 'one-pot'conversion of aldehyde 6 to hydroxyketoester 10 with high enantioselection, culminating in a practical asymmetric synthesis of (3R, 5S) isomer of the antihyperlipoproteinemic agent fluvastatin, 1, is described. All four 3, 5-dihydroxy-6 (E)- heptenoate stereoisomers were prepared in enantiopure form starting from 10, utilizing selective reduction and oxidation methods.

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Asymmetric synthesis of 3, 5-dihydroxy-6 (E)-heptenoate-containing HMG-CoA reductase inhibitors

[Tetrahedron, , vol. 53, # 31 p. 10659 - 10670]

Asymmetric synthesis of 3, 5-dihydroxy-6 (E)-heptenoate-containing HMG-CoA reductase inhibitors

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