17036-77-0Relevant academic research and scientific papers
A formal [3,3]-sigmatropic rearrangement route to quaternary α-vinyl amino acids: Use of allylic N-PMP trifluoroacetimidates
Berkowitz, David B.,Wu, Bin,Li, Huijie
, p. 971 - 974 (2007/10/03)
Pd(II)-mediated rearrangement of allylic N-PMP (p-methoxyphenyl) trifluoroacetimidates provides the first formal sigmatropic route to quaternary, α-vinylic amino acids, potential suicide substrates for PLP enzymes. The amino acid side chains enter via tra
Aziridination of 5-methyl-4H-1,3-dioxins by N-tosyliminophenyliodinane: A one-step procedure for the synthesis of α-methylserinal derivatives
Flock,Frauenrath
, p. 839 - 841 (2007/10/03)
The methyl analogue of Garner's aldehyde, N-tosyl-4-methyl-N, O-isobutyrylideneserinal, has been prepared in a one-step reaction by CuClO4-catalyzed aziridination of 2-isopropyl-5-methyl-4 H-1,3-dioxin with N-tosyliminophenyliodinane and transformed into α-methylserine derivatives, e.g. α-vinylalanine.
Formal α-Vinylation of Amino Acids. Use of a New Benzeneselenolate Equivalent
Pedersen, Michelle L.,Berkowitz, David B.
, p. 6965 - 6975 (2007/10/02)
A new synthetic approach to the formal α-vinylation of α-amino acids is described, in which the readily available electrophile, ethylene oxide, serves as the vinyl cation equivalent.N-Benzoyl α-amino esters bearing appropriate side-chain protecting groups
Polyenolates of unsaturated carboxylic acids in synthesis. Synthesis of unsaturated α-amino acids and γ-hydrazino acids
Aurell,Gil,Martinez,Parra,Tortajada,Mestres
, p. 1833 - 1839 (2007/10/02)
Regioselective reaction of lithium diene- and triene-diolates 1 and 2 with o-diphenylphosphinyl hydroxylamine affords unsaturated α-amino acids 3 and 4. Addition to DEAD leads selectively to γ-hydrazino unsaturated acids 5 and 6.
