246040-05-1Relevant articles and documents
Highly functionalised organolithium and organoboron reagents for the preparation of enantiomerically pure α-amino acids
Barfoot, Christopher W.,Harvey, Joanne E.,Kenworthy, Martin N.,Kilburn, John Paul,Ahmed, Mahmood,Taylor, Richard J.K.
, p. 3403 - 3417 (2005)
Homochiral, highly functionalised organolithium reagents derived from l-serine have been generated and reacted with electrophiles. The novel enantiomerically pure adducts thus obtained were then converted, through β-amino alcohols, into novel non-proteinogenic α-amino acids. The methodology also made available a novel boronic acid which was then employed as a Suzuki cross-coupling partner, elaborating a new pathway to phenylalanine analogues.
Highly Functionalized Organolithium Reagents for Enantiomerically Pure α-Amino Acid Synthesis
Kenworthy, Martin N.,Kilburn, John Paul,Taylor, Richard J. K.
, p. 19 - 22 (2007/10/03)
(Equation presented) Highly functionalized L-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic α-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.
