Regiocontrol in the Cyclopropane Ring Cleavage of Tricyclo1,3>decanes to Hydrindane and Decalin Systems

DOI: 10.1016/S0040-4020(01)81189-3

Source and publish data:

Tetrahedron p. 9725 - 9734 (1992)

Update date:2022-08-04

Topics:

Authors:

Srikrishna, Adusumilli

Krishnan, Kathiresan

Yelamaggad, Channabasaveshwar V.

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Article abstract of DOI:10.1016/S0040-4020(01)81189-3

Lithium-liquid ammonia reduction of the cyclopropyl β-ketoester 2 furnished a 1:1 mixture of hydrindane and decalin systems 3 and 4.Whereas under the same conditions the ketones 5 and 6 furnished the hydrindanones 10 and 13; and the hydroxy ester 7 furnished the decalin system 14, via the regiospecific cleavage of either C₃-C₂ bond or C₃-C₁ bond.

Full text of DOI:10.1016/S0040-4020(01)81189-3

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