Enzymes in organic synthesis. 36. Synthesis of optically active civet constituent from an enzyme-generated chiral synthon

A synthesis of the civet constituent, (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, is described, in which the key stereochemistry of the chiral starting material is set by an enantiotopically selective, porcine pancreatic lipase-catalyzed, hydrolysis of a meso diester.

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Veröffentlicht in:Canadian journal of chemistry 1987-04, Vol.65 (4), p.704-707
Hauptverfasser: Jones, J. Bryan, Hinks, R. Scott
Format: Artikel
Sprache:eng
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Zusammenfassung:A synthesis of the civet constituent, (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, is described, in which the key stereochemistry of the chiral starting material is set by an enantiotopically selective, porcine pancreatic lipase-catalyzed, hydrolysis of a meso diester.
ISSN:0008-4042
1480-3291
DOI:10.1139/v87-119