Regioselective free radical cyclization: a general method for the synthesis of the spiro[4.4]nonane system of fredericamycin A

Rama Rao, A. V. ; Singh, Ashok K. ; Reddy, Komandla Malla ; Ravikumar, Krishnan (1993) Regioselective free radical cyclization: a general method for the synthesis of the spiro[4.4]nonane system of fredericamycin A Journal of the Chemical Society, Perkin Transactions 1, 1 (24). pp. 3171-3175. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/content/articlelanding/1993...

Related URL: http://dx.doi.org/10.1039/P19930003171

Abstract

Introduction of a halogen atom at the middle carbon atom of cyclic 1,3-diketones is described. A convenient approach for constructing the spiro[4.4]nonane system of fredericamycin A has been demonstrated by halogen transfer during radical cyclization followed by reductive elimination of the halogen atom. The configuration of the bromo compound 6b was confirmed by X-ray crystal structure analysis.

Item Type:Article
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ID Code:38930
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