A simple approach to the bicyclo[5.3.1]undecane system present in taxanes

Saha, Goutam ; Karpha, Atashi ; Roy, Supti Saha ; Ghosh, Subrata (1992) A simple approach to the bicyclo[5.3.1]undecane system present in taxanes Journal of the Chemical Society, Perkin Transactions 1, 1 (13). pp. 1587-1591. ISSN 0300-922X

Full text not available from this repository.

Official URL: http://www.rsc.org/Publishing/Journals/P1/article....

Related URL: http://dx.doi.org/10.1039/P19920001587

Abstract

A simple route for the synthesis of the bicyclo[5.3.1]undecane ring system present in taxanes has been developed. The key steps involve the cleavage of a carbon-carbon bond in the tricyclo[5.2.1.02,6]decane system 5 and a one-carbon ring enlargement of the latter to the bicyclo[5.3.1]undecane system 23. The potential generality of this ring cleavage process has been examined using various tricyclo[5.2.1.02,6]decane derivatives 5, 10 and 13 which have been prepared either through a [4 + 2] cycloaddition reaction or by annelation via alkylation of the vicinal dianion. The scope and limitations of both these routes to the synthesis of the tricyclo[5.2.1.02,6]decane derivatives have been demonstrated.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:12335
Deposited On:10 Nov 2010 05:41
Last Modified:14 Feb 2011 04:55

Repository Staff Only: item control page