Tetrahedron p. 10659 - 10670 (1997)
Update date:2022-08-03
Topics:
Tempkin, Orin
Abel, Stephan
Chen, Chung-Pin
Underwood, Russell
Prasad, Kapa
Chen, Kau-Ming
Repic, Oljan
Blacklock, Thomas J.
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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