137502-47-7Relevant academic research and scientific papers
Facile Regio- and Stereo-chemical Control in Epoxy-allylic Stannane Cyclisations
Yoshitake, Makoto,Yamamoto, Makoto,Kohmoto, Shigeo,Yamada, Kazutoshi
, p. 2161 - 2167 (2007/10/02)
Lewis acid and butyllithium promoted cyclisations of epoxy-allylic stannanes have been studied.The regio- and stereo-chemistry of the cyclisations are described.The stereoelectronically favoured 5- and 6-membered ring formations have been explained by either the electronic nature of, or the steric hinderance induced by, the epoxide moiety of the substrates depending on wether the reaction was promoted by a Lewis acid or butyllithium, respectively.The different stereoselectivities observed are brought about by the mode of reaction.The contrasting results for the 5-membered ring formations are particularly remarkable.
