Preparation of optically active allethrolone

Details Preparation of optically active allethrolone Preparation of optically active allethrolone

1980-06-02

1981-12-22

Trousof, Natalie

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

Organic compounds

Oxygen containing

C07C 4565

Patent

active

043072518

ABSTRACT:
A novel process for the preparation of (R) or (S) 2-allyl-3-methyl-4-hydroxy-2-cyclopentene-1-one comprising reacting a boron halide with an ester of a chiral carboxylic acid of the formula ##STR1## where A is organic group of a chiral carboxylic acid and (R) or (S) 2-allyl-3-methyl-4-hydroxy-2-cyclopentene-1-one and treating the reaction mixture with water to obtain allethrolone with the same configuration of the starting ester in high yields without undesired by-products produced in known methods.

REFERENCES:
patent: 3931291 (1976-01-01), Horiuchi
patent: 3947591 (1976-03-01), Matsui et al.
patent: 3981919 (1976-09-01), Umemura et al.
patent: 4001334 (1977-01-01), Umemura
patent: 4111993 (1978-09-01), Pavon et al.
patent: 4128584 (1978-12-01), Martel et al.
La Forge et al., J.A.C.S., vol. 74, pp. 5392-5394 (1952).

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