160247-31-4Relevant academic research and scientific papers
Origins of diastereoselectivity in the alkylation of N-substituted lactams and amides derived from optically active aminoalcohols
Micouin, Laurent,Jullian, Valerie,Quirion, Jean-Charles,Husson, Henri-Philippe
, p. 2839 - 2846 (1996)
The origins of diastereoselectivity in the alkylation of lactams 1a and 1b and amides 6a and 6b are discussed. A rigid intermediate in which the pyramidalized amide nitrogen chelated the alkoxide lithium cation is invoked. Further experiments conducted wi
Asymmetric synthesis. XXXIII. Diastereoselective alkylation of N,N-substituted amides
Micouin, Laurent
, p. 7223 - 7226 (2007/10/02)
A series of α-substituted amides 3 and 7-9 has been synthesized in enantiomerically pure form by diastereoselective alkylation of N-alkyl phenylglycinol amides 2 and 4-6 respectively. A rigid amide enolate has been postulated to explain the observed diast
