189636-47-3Relevant academic research and scientific papers
Stereoselective synthesis of the four stereoisomers of 4-(N,N- dibenzylamino)-2,2-dimethyl-3-hydroxypentanenitrile
Moriarty, Robert M.,Tao, Anping,Tuladhar, Sudersan M.
, p. 3227 - 3234 (2007/10/03)
The title compounds 1(a,b) and 1(c,d) were synthesized by (i) non- chelation controlled sodium borohydride reduction of their corresponding α- N,N-dibenzylaminoketones and (ii) the Aldol-type condensation of optically pure N,N-dibenzylaminoaldehydes with the lithium derivative of isobutyronitrile, respectively. Attempted inversion of configurations of these secondary alcohols using the Moriarty method yielded 4 -chloro-3 -N,N- dibenzylaminonitrile via an aziridinium ion intermediate instead of the expected inverted alcohols.
