200356-33-8Relevant academic research and scientific papers
N-alkylation and [2,3]-sigmatropic rearrangement of N-allyl α-amino esters
Coldham, Iain,Middleton, Mark L.,Taylor, Philip L.
, p. 2951 - 2952 (1997)
N-Alkylation of N-allyl α-amino esters and [2,3]-Stevens rearrangement occur in one pot on warming in the solvent DMF, with the bases K2CO3 and DBU; this in situ formation of the quaternary ammonium salts and rearrange-ment of the su
Investigations into the [2,3]-aza-Wittig rearrangement of N-alkyl N-allyl α-amino esters
Coldham, Iain,Middleton, Mark L.,Taylor, Philip L.
, p. 2817 - 2821 (2007/10/03)
A Lewis acid is needed in order to allow the [2,3]-sigmatropic rearrangement of N-alkyl N-allyl α-amino esters to give rise to N-alkyl C-allyl glycine esters. Addition of iodomethane, rather than a Lewis acid, promotes quaternary ammonium salt formation, in situ ylide formation and [2,3]-sigmatropic rearrangement to N,N-dialkyl C-allyl glycine esters.
Synthesis and utilization of a novel glycine derived chiral precursor, based on a recyclable L-prolinol auxiliary, for the enantioselective preparation of α-amino acids and their N-methyl derivatives
Pandey,Reddy,Das
, p. 3175 - 3178 (2007/10/03)
α-Amino acids and their N-methyl derivatives are synthesized in fairly high optical purity employing a new glycine derived template based on a recyclable L-prolinol chiral auxiliary.
