Title of article :
Efficient synthesis of (2R,3S)- and (2S,3S)-2-amino-1,3,4-butanetriols through stereodivergent hydroxymethylation of d-glyceraldehyde nitrones
Author/Authors :
Merino، نويسنده , , Pedro and Franco، نويسنده , , Santiago and Merchan، نويسنده , , Francisco L. and Revuelta، نويسنده , , Julia and Tejero، نويسنده , , Tomas، نويسنده ,
Abstract :
The nucleophilic addition of two alkoxymethyllithium derivatives to three d-glyceraldehyde derived nitrones has been investigated. The diastereofacial selectivity of the reaction could be controlled by the appropriate use of Lewis acids as precomplexing agents of the nitrones. The obtained syn and anti adducts were further converted into C-4 building blocks and β-hydroxy-α-aminoacids.