288069-37-4Relevant articles and documents
Synthesis of all diastereomers of the 2-deoxypentoses and the 2,6-dideoxyhexoses from 2-phenyl-1,3-dioxan-5-one hydrate
Ulven, Trond,Carlsen, Per H. J.
, p. 3367 - 3374 (2001)
All diastereomers of the 2-deoxypentoses and the 2,6-dideoxyhexoses were synthesized from 2-phenyl-1,3-dioxan-5-one hydrate (1), by alkylation via the RAMP-hydrazone (2). Some of the diastereomers were synthesized in the racemic form via the dimethylhydrazone (28). The 2-deoxypentoses were synthesized by alkylation with allyl bromide, followed by stereoselective reduction, ozonolysis, and deprotection. The 2,6-dideoxypentoses were synthesized by dialkylation with allyl bromide and methyl iodide.