The addition of aryl azides to the steroidal 16,17-double bond

✍ Scribed by Brian Green; Der-wu Liu

• Book ID: 104214909
• Publisher: Elsevier Science
• Year: 1975
• Tongue: French
• Weight: 202 KB
• Volume: 16
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)75001-5

✦ Synopsis

The l,+dipolar addition of azides to olefins has received careful study because of the interesting regiochemical results. It has been stated that "in the absence of steric effects, the product distribution till be determined by electronic effects occurring in the rate-determining step".1 Houk' has predicted on the basis of a perturbation model for the concerted mechanism that for electron-withdrawing substituents on the olefin, 4-substituted P-triasolines should predominate, whereas for electron-donating substituants on the olefin 5-substituted 2-triazolines should be the exclusive products.