185250-35-5Relevant academic research and scientific papers
Diastereoselective cycloadditions involving methyleneaziridines: Reactions with tetracyanoethylene
Shipman, Michael,Ross, Tracey M.,Slawin, Alexandra M. Z.
, p. 6091 - 6092 (1999)
2-Methyleneaziridines 2a-e containing a stereogenic centre on the N- substitutent undergo [2π+2π] cycloadditions with tetracyanoethylene to produce diastereomeric 5-azaspiro[3.2]hexanes 3a-e and 4a-e in moderate to good yields (32-82%). The diastereoselectivity of these cycloadditions (12- 68% de) is shown to be dependent on the nature of the N-substitutent. The structure of 5-azaspiro→3.2]hexane 4a has been unambiguously determined by X-ray crystallography.
Synthesis of chiral, nonracemic methyleneaziridines derived from β-amino alcohols
Ince, Julie,Ross, Tracey M.,Shipman, Michael,Ennis, David S.
, p. 3397 - 3406 (2007/10/03)
An efficient three step process for the synthesis of chiral, nonracemic methyleneaziridines derived from homochiral β-amino alcohols is described. Methyleneaziridines 4a-e produced using this chemistry have been shown to possess high enantiomeric purities
