337924-75-1Relevant academic research and scientific papers
Synthetic entry into 1-phosphono-3-azabicyclo[3.1.0]hexanes
Debrouwer, Wouter,Heugebaert, Thomas S. A.,Van Hecke, Kristof,Stevens, Christian V.
, p. 8232 - 8241 (2013/09/24)
3-Azabicyclo[3.1.0]hex-2-en-1-yl phosphonates were prepared in a five-step reaction route from β-ketophosphonates. The key steps in this sequence are an atom-transfer radical cyclization and an unforeseen lithium-halogen exchange with n-BuLi. The cyclization reaction proceeds with excellent diastereoselectivity. The resulting cyclic imines were reduced, and 3-azabicyclo[3.1.0]hexan-1-yl phosphonates were obtained.
