α-Chelation Controlled Nucleophilic Addition to Chiral α,β-Dialkoxy Carbonyl Compounds. Diastereoselective Preparation of L-xylo and L-lyxo Triols

Article abstract of DOI:10.1021/jo00370a005

The Grignard reaction of 4-O-benzyl-2,3-O-bis(methoxymethyl)-L-threose (1) or 2,3-O-bis(methoxymethyl)-L-threo-furanose (4) with RMgX (R = Me, n-Pr, p-MeOC6H4, and p-MeOC6H4CH2) provided the chromatographically separable mixtures of the xylo and lyxo alco