Journal of the Chemical Society. Perkin transactions I p. 157 - 166 (1995)
Update date:2022-08-05
Topics:
Rose, Janet E.
Leeson, Paul D.
Gani, David
Base-catalysed deuteriation of (3R)- or (3S)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazines in refluxing CH3O2H-2H2O gives the <6-2H2>-isotopomer in excellent yields without disturbing the stereogenic centre at C-3.These compounds provide convenient and efficient access to a range of (R)- and (S)-α-deuteriated α-amino acids, including serine, aspartic acid, allylglycine and phenylalanine, via alkylation of the butyllithium generated C-6 anion.
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