Carbon-carbon bond cleavage via carbon centred radical in strained tricyclo[5.2.1.02,6]decenes. A facile route to bridged eight membered rings related to taxanes

Sarkar, Subrata ; Ghosh, Subrata (1994) Carbon-carbon bond cleavage via carbon centred radical in strained tricyclo[5.2.1.02,6]decenes. A facile route to bridged eight membered rings related to taxanes Tetrahedron, 50 (3). pp. 921-930. ISSN 0040-4020

Full text not available from this repository.

Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)80806-1

Abstract

Tributyltin hydride reaction of the tricyclo[5.2.1.02,6]decenes 5, 16 and 23 bearing a halo-carbonyl moiety has been shown to involve C---C bond cleavage as the major reaction path leading to bridged eight-membered rings 12, 17 and 24. In contrast the halo-carbonyl derivatives 8, 33 and 36 undergo only reduction of the carbon-halogen bond. The ring cleavage observed has been attributed to the release of strain arising from nonbonded interaction as well as strain associated with norbornene.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:12330
Deposited On:10 Nov 2010 05:39
Last Modified:14 Feb 2011 04:45

Repository Staff Only: item control page