
Synthesis of 7α- and 17-Bromonorambreinolides from Norambreinolide
Author(s) -
P. F. Vlad,
Alexandru Ciocârlan,
G. N. Mironov,
M. N. Coltsa,
Yurii A. Simonov,
Victor Ch. Kravtsov,
Janusz Lipkowski
Publication year - 2007
Publication title -
chemistry journal of moldova
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.275
H-Index - 5
eISSN - 2345-1688
pISSN - 1857-1727
DOI - 10.19261/cjm.2007.02(1).04
Subject(s) - chemistry , transesterification , organic chemistry , spectral analysis , methanol , spectroscopy , physics , quantum mechanics
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.