Regiocontrol in the cyclopropane ring cleavage of tricyclo[4.4.0.01,3]decanes to hydrindane and decalin systems

Srikrishna, Adusumilli ; Krishnan, Kathiresan ; Yelamaggad, Channabasaveshwar V. (1992) Regiocontrol in the cyclopropane ring cleavage of tricyclo[4.4.0.01,3]decanes to hydrindane and decalin systems Tetrahedron, 48 (44). pp. 9725-9734. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)81189-3

Abstract

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

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Cyclopropanes; Li-liquid Ammonia Reduction; Hydrindane; Decalin
ID Code:48709
Deposited On:15 Jul 2011 11:27
Last Modified:15 Jul 2011 11:27

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