Enantioselective synthesis of cyclohexenone derivatives by a chemicoenzymatic approach : stereo- and regioselective route to potential intermediates of compactin (ML 236B) and mevinolin

As a synthetic application of the chiral monoester 2, prepared by pig liver esterase (PLE)-catalyzed hydrolysis of the corresponding meso diester 1, conversion of 2 into various cyclohexenone derivatives was examined. This paper describes the preparation of the isomeric cyclohexenones 6 and 7, poten...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1990, Vol.38 (6), p.1479-1484
Hauptverfasser: KOBAYASHI, S, EGUCHI, Y, SHIMADA, M, OHNO, M
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Sprache:eng
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Zusammenfassung:As a synthetic application of the chiral monoester 2, prepared by pig liver esterase (PLE)-catalyzed hydrolysis of the corresponding meso diester 1, conversion of 2 into various cyclohexenone derivatives was examined. This paper describes the preparation of the isomeric cyclohexenones 6 and 7, potential intermediates for the synthesis of anti-hypercholesmic compactin (ML 236B) and mevinolin, under stereo- and regioselective control.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.38.1479