57238-64-9Relevant academic research and scientific papers
THE CARBONYL EPOXIDE REARRANGEMENT. EPOXY IMINES IN THE FORMATION OF HETEROTROPANE DERIVATIVES.
Wasserman, Harry H.,Thyes, Marco,Wolff, Steven,Rusiecki, Victoria
, p. 4973 - 4976 (2007/10/02)
The carbonyl epoxide rearrangement can be extended to δ, ε-epoxy imines.The reaction takes place by intramolecular nucleophilic displacement involving attack of the imino nitrogen on the epoxide ring.A high degree of stereospecificity is observed in this process which provides a facile route to 6-oxa-8-azabicyclooctanes.
IMINE-EPOXIDE REARRANGEMENTS IN THE FORMATION OF SUBSTITUTED PIPERIDINES. A STEREOSELECTIVE SYNTHESIS OF (+-)SOLENOPSIN-A.
Wasserman, Harry H.,Rusiecki, Victoria
, p. 4977 - 4980 (2007/10/02)
The imine-epoxide rearrangement, followed by hydride reduction has been used to prepare substituted piperidine derivatives with control of stereochemistry.An application to the synthesis of (+-) solenopsin A is reported.
