| 11671758 |
Chen ST, Fang JM: Preparation of Optically Active Tertiary Alcohols by Enzymatic Methods. J Org Chem. 1997 Jun 27;62(13):4349-4357.
The obtained enantiomerically pure or optically enriched compounds, containing an iodo atom, an oxirane moiety, or an alkynyl group, are versatile building blocks for the synthesis of chiral azido diols, sulfanyl diols, cyano diols, the side chain of a vitamin D (3) metabolite, the omega-chain of a prostaglandin analog, and an aggregation pheromone (1S,5R)-(-)-frontalin.
Thus, the lipase-catalyzed reactions of 1,1-disubstituted 1,2-diols occurred efficiently at the primary hydroxyl groups while the enantioselectivity was controlled by the tertiary carbinyl centers. |
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