Chemistry Journal of Moldova

SYNTHESIS OF 7α- AND 17-BROMONORAMBREINOLIDES FROM NORAMBREINOLIDE

Author(s):

Pavel F. Vlad, Alexandru G. Ciocarlan, Grigore N. Mironov, Mihai N. Coltsa, Yurii A.Simonov, Victor Ch. Kravtsov and Janusz Lipkowski


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2007 Volume 2, no.1
Pages: 114-118
Keywords:

7α- and 17-bromonorambreinolides, synthesis, X-rays analysis.


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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2007.02(1).04

Graphical Abstract:
 A mixture of 7α- and 17-bromonorambreinolides was obtained on treatment of the mixture of isomeric methyl bicyclohomofarnesenoates, the norambreinolide transesterification product, with NBS and H2O2. The structure of 7α- and 17-bromonorambreinolides was elucidated on the basis of spectral data. The structure of 17-bromonorambreinolide was confirmed by its reduction with LiAlH4 into sclaradiol, and that of 7α-bromonorambreinolide by X-ray analysis.

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