81917-15-9Relevant articles and documents
Sulfination of alcohols with sodium sulfinates promoted by BF3·OEt2: An unexpected access
Huang, Mingming,Hu, Liangzhen,Shen, Hang,Liu, Qing,Hussain, Muhammad Ijaz,Pan, Jing,Xiong, Yan
supporting information, p. 1874 - 1879 (2016/04/19)
A BF3·OEt2-promoted direct substitution of various alcohols with sodium sulfinates affording sulfinates under mild conditions has been developed. Further reaction of the hydroxysteroids achieves the highly complex sulfinates in good yields, which are two potential pharmacophores routinely encountered in drug discovery.
A Mild and Efficient Degradation of Ring A of Steroids
Boar, Robin B.,Jones, Susan L.,Patel, Arvind C.
, p. 513 - 516 (2007/10/02)
17-β-acetoxy-4,5-secoandrost-3-yn-5-one and 4,5-secopregn-3-yne-5,20-dione, readily available by Eschenmoser-Tanabe fragmentaton, have been rearranged to corresponding 2-ynes, which were cleaved to afford 2,5-seco-3,4-dinor-derivatives in excellent overall yield.The release of toluene-p-sulphinic acid during the fragmentation step can lead to the acetylation sulphinylation of an extraneous hydroxy-group.The active sulphinylating species is evidently p-tolyl toluene-p-sulphinyl sulphone.