104808-53-9Relevant academic research and scientific papers
Factors Affecting the Regioselection of the Allylic Imidates Iodocyclization
Bongini, Alessandro,Cardillo, Giuliana,Orena, Mario,Sandri, Sergio,Tomasini, Claudia
, p. 4905 - 4910 (1986)
The regiochemistry of thr iodocyclization reaction of allylic imidates leading to 4,5-dihydro-1,3-oxazoles or to 4,5-dihydro-1,3-oxazines strongly depends on the configuration of the double bond: (E)-allylic imidatesafford preferentially 4,5-dihydro-1,3-oxazines through a 6-endo closure, whereas (Z)-allylic imidates afford preferentially 4,5-dihydro-1,3-oxazoles through a 5-exo closure.Furthermore a study on the effect of an oxygen atom vicinal to the double bond is reported.
