Abstract
We describe a new simple methodology to prepare enantiopure α,α- dialkylglycines based on the use of commercially available D-ribonolactone as a chiral auxiliary. Enantiopure α-methyl and α-butyl series are prepared through diastereoselective alkylation and subsequent Schmidt rearrangement of α,α-dialkylacetoacetates of D-ribonolactone acetonide. Absolute configuration was assigned through preparation of enantiopure 4,4- disubstituted 3-methyl-2-pyrazolin-5-ones.
Original language | English |
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Pages (from-to) | 41-49 |
Journal | Tetrahedron Asymmetry |
Volume | 10 |
DOIs | |
Publication status | Published - 1 Oct 1999 |