Regio- and stereoselective thermal cycloaddition of α-aryl-N-phenylnitrones to 16-dehydropregnenolone acetate: π-facial selective addition of the minor rotamers of the nitrones

✍ Scribed by Navdeep K. Girdhar; M.P.S. Ishar

• Book ID: 104210846
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 81 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)01294-6

✦ Synopsis

Thermal cycloaddition of a-aryl-N-phenylnitrones to the C16 C17 p-bond in 16-dehydropregnenolone-3b-acetate (1) involves only the minor rotamer (E-form) of the nitrones and occurs regio-, stereo-and p-facial-selectively to afford steroido [16,17-d]isoxazolidines (3) in high yield.