| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 2028744 | Steroids | 2007 | 8 Pages |
Abstract
The conjugate hydrocyanation of 17-acetylgona-11-carbomethoxy-1,3,5(10),13(17)-tetraenes using diethylaluminum cyanide (Nagata reaction) is reported. This methodology has allowed the introduction of an angular cyano group at the C-13 position of the steroid skeleton. Subsequent reduction of the nitrile group yielded various functionalized steroids. One of them, 22 bears the natural trans/anti/trans stereochemistry and possesses an hydroxyl and aminomethyl functionalities in the positions 11β and 13β, respectively. The characteristic 1H and 13C NMR spectroscopic features of the synthesized steroids are reported.
Keywords
Related Topics
Life Sciences
Biochemistry, Genetics and Molecular Biology
Biochemistry
Authors
Hélène Pellissier, Pierre-Yves Michellys, Maurice Santelli,