Both enantiomers of monoacetate 1 have been prepared in high ee by lipase catalyzed monohydrolysis of the prochiral diacetate 3 and by monoacetylation of the corresponding diol 4. 3-Hydroxymethylquinuclidine 2 was then synthesized in both enantiomeric forms with an ee up to 98% starting from (+)-1.
ENZYMATIC PREPARATION OF HOMOCHIRAL 2-(N-CARBOBENZYLOXYPIPERID-4-YL)-1,3-PROPANEDIOL MONOACETATE - A FACILE ENTRY TO BOTH ENANTIOMERS OF 3-HYDROXYMETHYLQUINUCLIDINE
GUANTI, G;BANFI, L;BRUSCO, S;NARISANO, E
1994-01-01
Abstract
Both enantiomers of monoacetate 1 have been prepared in high ee by lipase catalyzed monohydrolysis of the prochiral diacetate 3 and by monoacetylation of the corresponding diol 4. 3-Hydroxymethylquinuclidine 2 was then synthesized in both enantiomeric forms with an ee up to 98% starting from (+)-1.
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