Cyclopropanation and epoxidation of 2-ylidene derivatives of lupane series

A. N. Semenenko; N. L. Babak; I. M. Gella; V. I. Musatov; S. V. Shishkina; D. S. Sofronov; V. V. Lipson

doi:10.1134/S1070428017020245

Cyclopropanation and epoxidation of 2-ylidene derivatives of lupane series

Authors: Semenenko A.N.¹, Babak N.L.¹, Gella I.M.¹^,2, Musatov V.I.¹, Shishkina S.V.¹^,2, Sofronov D.S.¹, Lipson V.V.¹^,3^,2
Affiliations:
1. Institute of Single Crystals
2. Karazin Kharkiv National University
3. Institute of Problems of Endocrine Pathology
Issue: Vol 53, No 2 (2017)
Pages: 282-289
Section: Article
URL: https://journals.rcsi.science/1070-4280/article/view/215829
DOI: https://doi.org/10.1134/S1070428017020245
ID: 215829

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Abstract

Crotone condensation of allobetulone with fluorine-containing benzaldehydes afforded new α,β-unsaturated ketones of lupane series. Their transformations in reactions of reduction, oxidation, and cyclopropanation were investigated. The structures of the transformation products were established by X-ray diffraction analysis. The ability of obtained compounds to induce a cholesteric mesophase in nematic solvent 4'-pentyl-1,1'-biphenyl-4-carbonitrile was evaluated.