113290-68-9Relevant academic research and scientific papers
Alkoxycarbonylnitrenes as Selective Intramolecular CH-Insertion Reagents in Alicyclic Chemistry
Marais, Pierre C.,Meth-Cohn, Otto
, p. 1553 - 1561 (2007/10/02)
Intramolecular CH-insertion of cyclohexyl, cis- and trans-4-t-butylcyclohexyl, and cis- and trans-2-methylcyclohexyl nitrenoformates have been studied.The nitrenes were generated by vapour-phase (spray) pyrolysis or solution thermolysis of the corresponding azides, or by photolysis of tetrachlorothienyl S,N-ylides derived from the azides.The product ratios were principally (and predictably) dependent upon reaction temperatures (and thus conformational equilibria), these varying in the range 10-500 deg C. 17-Substituted esterone-derived nitrenoformates inserted either into the 12β (from 17β) or 14 α (from 17α) CH sites while 17-derivatives with the nitrene on the end of a long inert group abstracted hydrogen from the streoid B-ring.
