Process for preparing optically active cyclic compounds

Details Process for preparing optically active cyclic compounds Process for preparing optically active cyclic compounds

1996-09-04

1998-07-14

Owens, Amelia

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549475, C07D30732, C07D30702

Patent

active

057806497

ABSTRACT:
A process for preparing optically active 3-hydroxy-.gamma.-butyrolactone or optically active 3-hydroxytetrahydrofuran through a short route and by using an easily available and inexpensive starting material and an inexpensive reagent easy to handle is disclosed. The process comprises cyclizing an optically active compound represented by formula (II): ##STR1## wherein Q represents an alkoxycarbonyl group having 1 to 4 carbon atoms or a hydroxymethyl group; X represents a halogen atom; and the asterisk * means an asymmetric carbon atom, under an acidic condition.

REFERENCES:
Chemistry Letters, 1984, pp. 1389-1392, "Combination of Borane-Dimethyl Sulfide Complex with Catalytic Sodium tetrahydroborate as a Selective Reducing . . . Malic Acid".
Database WPI, Week 9429, Derwent Publications Ltd., AN 94-238698.
Tetrahedron Letters, vol. 28, No. 42, 1987, pp. 5033-5036, D. Buisson et al. "New Chiral Building Blocks by Microbial Asymmetric Reduction: A Direct . . . Synthons".

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