6593-12-0Relevant academic research and scientific papers
LANOSTANE TO CUCURBITANE TRANSFORMATIONS
Edwards, O. E.,Kolt, R. J.
, p. 595 - 612 (2007/10/02)
Transformation of 3,7,9,11-tetraoxygenated lanostane derivatives into 3,7,11-trioxygenated cucurbit-1(10)-enes and cucurbit-5(10)-enes has been achieved.Attempts to convert the latter in good yield into cucurbit-5-enes are documented.The steric and electronic factors influencing the course of dehydration, under Westphalen conditions, of 9α-hydroxylanostane derivatives are discussed.Unusual autooxidation and dehydrogenation promoted by rhodium trichloride and iron pentacarbonyl are described.
Tetracyclic triterpenes. VIII. The skeletal rearrangement of 3β-acetoxy-9α,11α-epoxy-5α-lanostan-7-one: 13- and 10-methyl group migration
Paryzek, Zdzislaw,Widra, Roman
, p. 1280 - 1286 (2007/10/02)
The boron trifluoride etherate catalyzed rearrangement of 3β-acetoxy-9α, 11α-epoxy-5α-lanostan-7-one (1) in acetic acid anhydride resulted in formation of 19(10->9β)abeo compounds 2 and 4 along with 18(13->12β)abeo compound 5, as the major product.These structures are supported by spectral data and chemical transfomations.The possible mechanism of the rearrangements is discussed.
PHOTOCHEMICAL REARRANGEMENTS OF 18-HYDROXYLATED LANOSTEROL DERIVATIVES
Habermehl, Gerhard G.,Kirsch, Juergen H.,Reibstein, Karl J.
, p. 183 - 189 (2007/10/02)
Several lanosterol derivatives with 18-hydroxyl group were subjected to the hypoiodite reaction.A new C-secosteroid was obtained as well as the desired 5-membered 18,20-epoxy compound.
