1-(Benzothiazol-2-ylsulfanyl)-2-alkanols 3 were prepared in very high enantiomeric excess by baker’s yeastinduced asymmetric reduction of 1-(benzothiazol-2-ylsulfanyl)-2-alkanones 1. Conversionof 3 into optically active simple 2-alkanols 4 and thiiranes 2 by reductive desulfurization and base treatment, respectively, is also described. The absolute configuration of the new compounds synthesized has been established by chemical correlation and specific rotation comparison.
Baker’s yeast-induced asymmetric reduction of a-ketosulfides: synthesis of optically active 1-(benzothiazol-2-ylsulfanyl)-2-alkanols, 2-alkanols, and thiiranes
NACCI, Angelo;SCILIMATI, Antonio;
1999-01-01
Abstract
1-(Benzothiazol-2-ylsulfanyl)-2-alkanols 3 were prepared in very high enantiomeric excess by baker’s yeastinduced asymmetric reduction of 1-(benzothiazol-2-ylsulfanyl)-2-alkanones 1. Conversionof 3 into optically active simple 2-alkanols 4 and thiiranes 2 by reductive desulfurization and base treatment, respectively, is also described. The absolute configuration of the new compounds synthesized has been established by chemical correlation and specific rotation comparison.File in questo prodotto:
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