Enol lactone intermediate for the preparation of (1R,cis)-carona

Details Enol lactone intermediate for the preparation of (1R,cis)-carona Enol lactone intermediate for the preparation of (1R,cis)-carona

1977-08-09

1979-01-02

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603433R, 260546, 562506, C07D31194

Patent

active

041327179

ABSTRACT:
(1R,cis)-caronaldehydic acid is prepared from (+)-.DELTA..sup.3 -carene by a multistep process in which the (+)-.DELTA..sup.3 -carene derivative, (1R,cis)-2,2-dimethyl-3-(2-oxopropyl)cyclopropane-1-carboxylic acid, is cyclodehydrated, the resulting novel intermediate enol lactone is treated with ozone, the resulting ozonide is subjected to reductive cleavage to afford the mixed anhydride of the open form of (1R,cis)caronaldehydic acid and this mixed anhydride is hydrolyzed to the desired product. The intermediate enol lactone is a new compound.

REFERENCES:
patent: 3565915 (1971-02-01), Matsui
patent: 3723469 (1973-03-01), Martel
patent: 3922286 (1975-11-01), Yoshioka et al.
patent: 3989654 (1976-11-01), Honda et al.
Hirai et al., Chem. Abstracts, 84, 105801z.

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