Transannular solvolysis reactions in seco-steroids containing a ten-membered ring.

✍ Scribed by M.Lj. Mihailović; M. Dabović; Lj. Lorenc; M. Gašić

• Publisher: Elsevier Science
• Year: 1970
• Tongue: French
• Weight: 184 KB
• Volume: 11
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)89455-1

✦ Synopsis

5,lO-Seco-steroida containing a ten-membered ring (2) (instead of the two fused six-membered rings A and B) (e.g. I and II on Scheme 1) represent a suitable eubetrate for the study of truuunmilar reactivity in a medim-aired ring sytatem, because of the rel&ive rigidity of the general steroid framework still present. In view of the limited data available in the literature (1,2,3), the investigation of the eolvolytic behaviour of such systems seemed to be of particular interest.

It wae reported previously that the eolvolysis of cis_ and trans+-cyclodecen-l-y1 E_nitrobenzoates Is accompanied by substantial double bond participation (4). A similar anchimerie assietence has now also been observed in the solvolyaie of both