864149-46-2Relevant academic research and scientific papers
First total synthesis of N-oxido-3-aza-1,3,5(10)-trieno Steroids
Oumzil, Khalid,Ibrahim-Ouali, Malika,Santelli, Maurice
, p. 1695 - 1698 (2005)
An efficient synthesis of 3-aza-steroids bearing a pyridine as an A ring was achieved via intramolecular cycloaddition of orthoquinodimethanes, which were generated from a 3-azabicyclo[4.2.0]octa-1,3,5-trien-7-one ketal. Georg Thieme Verlag Stuttgart.
First total synthesis of (±)-3-aza-11-oxa-1,3,5(10)-trieno steroids
Oumzil, Khalid,Ibrahim-Ouali, Malika,Santelli, Maurice
, p. 886 - 894 (2006)
We set out to describe a new and versatile method for preparing 3-aza-11-oxa-1,3,5(10)-trieno steroids via an intramolecular Diels-Alder cycloaddition of o-quinodimethanes as the key step. The characteristic 1H and 13C NMR spectroscopic features of the synthesized compounds are reported.
First total syntheses of (±)-3-aza-11-selena and (±)-3-aza-11-tellura steroids
Ibrahim-Ouali, Malika,Romero, Eugénie,Bouleghlem, Hocine
, p. 3668 - 3676 (2011)
An efficient synthesis of 11-selena and 11-tellura steroids bearing a pyridine as an A ring was achieved via an intramolecular Diels-Alder cycloaddition of o-quinodimethanes, which were generated from a 3-azabicyclo[4.2.0]octa-1,3,5-trien-7-one ketal. The major isomer matches the trans-anti-trans ring configuration of natural products. Finally, the vinyl groups of the synthesized 11-hetero steroids have been oxidized by the Wacker process in good yields. The characteristic 1H and 13C NMR spectroscopic features of the synthesized compounds are reported.
