19548-95-9Relevant academic research and scientific papers
Photo-induced Transformations. Part LXI. Syntheses of Some Six-membered and Eight-membered Lactams of the B-Homo- and A-Nor-B,B-dihomocholestane Series by the Photo-Beckmann Rearrangement
Suginome, Hiroshi,Yabe, Tatsuki,Osawa, Eiji
, p. 931 - 938 (2007/10/02)
The syntheses of 3-aza-B-homo-5α-cholestan-4-one, 4-aza-B-homo-5α-cholestan-3-one, 6-aza-A-nor-B,B-dihomo-5α- and 5β-cholestan-7-one, and 7-aza-A-nor-B,B-dihomo-5α- and 5β-cholestan-6-one by the photo-Beckmann rearrangement of the oximes of A-nor-B-homo-5α-cholestan-3-one and A-nor-B-homo-5α and 5β-cholestan-6-one are described.An A/B trans ring-junction stereochemistry of the parent ketones was deduced by estimating the relative stabilities of the principal conformers of the A/B cis- and trans-isomers of the A-nor-B-homocholestan-3-ones and A-nor-B-homocholestan-6-ones by molecular mechanics calculations.
