Synthetic approaches to homogynolides A and B

Srikrishna, A. ; Nagaraju, S. ; Reddy, T. J. ; Venkateswarlu, S. (1996) Synthetic approaches to homogynolides A and B Pure and Applied Chemistry, 68 (3). pp. 699-702. ISSN 0033-4545

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Official URL: http://www.iupac.org/publications/pac/68/3/0699/

Related URL: http://dx.doi.org/10.1351/pac199668030699

Abstract

A four step, mcient and general methodology for the conversion of a cyclic ketone into the corresponding α-spiro-β-methylene-γ-butyrolactone, the key structural feature present in tricyclic sesquitepenes bakkanes, has been developed employing a regiospecific 5-exo̲ dig radical cyclisation reaction as the key step. The methodology has been extended to the total synthesis of bakkunes including homgynolide-B and chiral homogynolide-A.

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