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Regiocontrol in the cyclopropane ring cleavage of tricyclo$[4.4.0.0^{1,3}]$decanes to hydrindane and decalin systems

Srikrishna, Adusumilli and Krishnan, Kathiresan and Yelamaggad, Channabasaveshwar V (1992) Regiocontrol in the cyclopropane ring cleavage of tricyclo$[4.4.0.0^{1,3}]$decanes to hydrindane and decalin systems. In: Tetrahedron, 48 (44). pp. 9725-9734.

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Abstract

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 $C_3--C_2$ bond or $C_3--C_1 $bond.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science Ltd.
Keywords: Cyclopropanes;Li-liquid ammonia reduction;Hydrindane;Decalin
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 23 Feb 2008
Last Modified: 19 Sep 2010 04:42
URI: http://eprints.iisc.ernet.in/id/eprint/12858

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