Synthetic Communications p. 3841 - 3848 (1996)
Update date:2022-08-17
Topics:
Jia, Zhonghua
Zhou, Wen
Guo, Dean
Nes, W. David
A series of 26,27-cyclopropylidine side chain modified sterols were prepared for the first time from the known aldehydes by Wittig olefination with the ylide from cyclopropyltriphenylphosphonium bromide in butyllithium. Two novel by-products were detected; sterols with nine carbon side chains which lack the terminal isopropyl group and with double bonds in positions 23,24 or 24,25. The structures of the compounds were confirmed by a combination of chromatographic (GLC and HPLC) and spectral (IR, 1H, 13C-NMR) methods.
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