Enantiomerically pure t-Butyl 2-amino-2,5-dideoxy---pentanoate 4c is synthesized via the highly diastereoselective MgBr2 mediated addition of dibenzylamino acetate silylketene acetal 2 to O-benzyl lactic aldehyde 3. The synthesis of γ-lactone 5c, a known intermediate in the synthesis of L-daunosamine and L-vancosamine, is also described.
Stereoselective Synthesis of t -Butyl 2-Amino-2,5-dideoxy-L-lyxo-pentanoate: Formal Synthesis of L-Daunosamine
BANFI, LUCA;
1987
Abstract
Enantiomerically pure t-Butyl 2-amino-2,5-dideoxy---pentanoate 4c is synthesized via the highly diastereoselective MgBr2 mediated addition of dibenzylamino acetate silylketene acetal 2 to O-benzyl lactic aldehyde 3. The synthesis of γ-lactone 5c, a known intermediate in the synthesis of L-daunosamine and L-vancosamine, is also described.
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