REGIOSELECTIVE FREE-RADICAL CYCLIZATION - A GENERAL-METHOD FOR THE SYNTHESIS OF THE SPIRO[4.4]NONANE SYSTEM OF FREDERICAMYCIN-A

Authors
RAO AVR SINGH AK REDDY KM RAVIKUMAR K
Citation
Avr. Rao et al., 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. I, (24), 1993, pp. 3171-3175
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
24
Year of publication
1993
Pages
3171 - 3175
Database
ISI
SICI code
0300-922X(1993):24<3171:RFC-AG>2.0.ZU;2-E
Abstract
Introduction of a halogen atom at the middle carbon atom of cyclic 1,3 -diketones is described. A convenient approach for constructing the sp iro[4.4]nonane system of fredericamycin A has been demonstrated by hal ogen transfer during radical cyclization followed by reductive elimina tion of the halogen atom. The configuration of the bromo compound 6b w as confirmed by X-ray crystal structure analysis.