Cyclopropanes via an efficient 3-exo trig radical cyclisation reaction

Srikrishna, Adusumilli and Sharma, Raghava VG and Hemamalini, Parthasarathy (1990) Cyclopropanes via an efficient 3-exo trig radical cyclisation reaction. In: Journal of the Chemical Society, Chemical Communications, 23 . pp. 1681-1683.

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Abstract

The sequential alkylation, oxidn. and bromination of S)-carvone gave 7-bromo-4,7-dimethyl[2.2.2]bicyclooct-5-en-2-one derivs. I (R = Ph, $4-MeC_6H_4$, $4-MeOH_6H_4$, $2-MeOC_6H_4$, $C^0CPh$) and a 1:1 mixt. of isomeric 4-bromo-2, 5-dimethyl[3.2.1]bicyclooct-7-en-2-one derivs. II (same R). The 3-exo trig radical cyclization, i.e., homoallylic (cyclopropyl)methyl radical cyclization, of I and II gave tricyclooctanes III (same R).

Item Type:	Journal Article
Publication:	Journal of the Chemical Society, Chemical Communications
Publisher:	Royal Society of Chemistry
Additional Information:	Copyright of this article belongs to Royal Society of Chemistry
Keywords:	Cyclopropanes;Radical Cyclisation;homoallyl-cyclopropylmethyl;azoisobutyronitrile
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	20 Dec 2007
Last Modified:	19 Sep 2010 04:41
URI:	http://eprints.iisc.ac.in/id/eprint/12558

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