Tetrahedron Asymmetry p. 3585 - 3592 (1996)
Update date:2022-07-30
Topics:
Di Bussolo, Valeria
Catelani, Giorgio
Mastrorilli, Ettore
Di Bugno, Cristina
Giorgi, Raffaello
(±)-1-Cyclohexyl-c-2-hydroxymethyl-r-1-cyclohexanol 3, a precursor of the antimuscarinic drug Rociverine 1, was obtained diastereospecifically in very high yield, from the Grignard reaction between C6H11MgCl and an appropriately protected 2-hydroxymethyl)cyclohexanone. The preparation of enantiomerically enriched cis diol (+)-(1R, 2S-)-3 and the corresponding 2-acetoxymethyl derivative (+)-(1S,2R)-12 was achieved by lipase PPL-catalyzed transesterification of racemic diol (±)-3.
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