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Competitive formation of spiro[5.5]undecane in preference to bicyclo[4.3.1]decane via type II carbonyl ene reaction

Srikrishna, Adusumilli and Dinesh, Chikkana (2005) Competitive formation of spiro[5.5]undecane in preference to bicyclo[4.3.1]decane via type II carbonyl ene reaction. In: Tetrahedron: Asymmetry, 16 (14). pp. 2393-2395.

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Abstract

The presence of an isopropenyl group at the C-I position of a3-isopropenylcyclohexaneacetaldehyde failed to generate the spiro[4.5]decane and produced only bicyclo[4.3.1]decanol. However, the presence of a methallyl group at the C-1 position of 3-isopropenylcyclohexaneacetaldehyde generated exclusively the spiro[5.5]undecanols.

Item Type: Journal Article
Publication: Tetrahedron: Asymmetry
Publisher: Pergamon-Elsevier Science Ltd
Additional Information: Copyright for this article belongs to Elsevier.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 05 Sep 2005
Last Modified: 19 Sep 2010 04:20
URI: http://eprints.iisc.ac.in/id/eprint/3609

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