Process for preparing oxocyclopentene derivatives

Details Process for preparing oxocyclopentene derivatives Process for preparing oxocyclopentene derivatives

1986-02-20

1990-11-13

Siegel, Alan

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

Organic compounds

Oxygen containing

568341, 568347, 568315, C07C 4500

Patent

active

049703455

ABSTRACT:
A process for preparing oxocyclopentenes of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl or lower alkenyl and R.sup.2 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, substituted or unsubstituted aryl, ar(lower)alkyl, thienyl or cycloalkyl, which comprises subjecting a furan-carbinol of the formula: ##STR2## wherein R.sup.1 is as defined above and R.sup.3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, substituted or unsubstituted aryl, ar(lower)alkyl, thienyl or cycloalkyl to rearrangement, subjecting the resultant hydroxycyclopentenone of the formula: ##STR3## wherein R.sup.1 and R.sup.3 are each as defined above to hydrogenation and subjecting the resulting hydroxycyclopentanone of the formula; ##STR4## wherein R.sup.1 and R.sup.2 are each as defined above to dehydration.

REFERENCES:
patent: 4510329 (1985-04-01), Saito et al.
Wagner & Zook "Synthetic Organic Chem.", (1965), pp. 32, 337, 338.
Tetrahedron, 34, 2775 (1978).
Piancatelli et al., Tetrahedron Letters, No. 39, pp. 3555-3558, (1976).
Piancatelli et al., Tetrahedron Letters, No. 13, pp. 1131-1134 (1977).

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