Process for the preparation of 2-oxa-bicyclo [3.3.0] octane deri

Details Process for the preparation of 2-oxa-bicyclo [3.3.0] octane deri Process for the preparation of 2-oxa-bicyclo [3.3.0] octane deri

1982-02-17

1984-02-07

Jiles, Henry R.

Harness for working animal

549465, 549214, C07D307935

Patent

active

044304978

ABSTRACT:
The invention relates to a process for the preparation of 2-Oxabicyclo[3.3.0]octane derivatives of the general formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.5 represent organic radicals and R.sub.2 and R.sub.3 also may represent hydrogen and wherein R.sub.4 is an acyl group or an tri-organo-silyl group
and to the compounds of formula I produced by the process of the invention which compounds are valuable intermediates for the preparation of pharmacologically active compounds. The process of the invention comprises reacting a compound of the formula ##STR2## wherein R.sub.14 is lower alkyl or phenyl with a compound of the formula ##STR3## wherein R.sub.15 is trimethylsilyl or lower alkanoyl in an inert solvent at temperatures from about -80.degree. C. to about +60.degree. C. in presence of one or more Lewis acids.

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Saigo et al., Chemistry Letters, pp. 769-770 (1976).
Rasmussen, Synthesis, pp. 91, 107-109 (1977).
Ogawa et al., Tetrahedron Letters, No. 37, pp. 3543-3546 (1973).
Yasumoto et al., Journal of Medicinal Chemistry, vol. 21 No. 8, pp. 738-741 (1978).

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