Tetrahedron Letters p. 5023 - 5026 (1990)
Update date:2022-08-11
Topics:
Pons, Dominique
Savignac, Monique
Genet, Jean-Pierre
Both enantiomers of (S) 1 and (R) 2 isoserine as well (D) 3 and (L) 4 allothreonine are prepared optically pure in three steps by asymmetric Sharpless epoxidation of crotyl and allylic alcohols into 7-10 followed by an improved RuCl3/NaIO4/water oxidation procedure to low molecular weight glycidic acids 11-14 and epoxide opening by ammonia with (20-33 percent) overall yields.
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