Amino acids may be used as coupling partners for esterification with 3-hydroxy glycals as substrates for the tandem Tebbe/Claisen approach to the synthesis of C-glycosyl amino acids. Whilst esters of substituted α-amino acids do not successfully undergo Tebbe, or other, methylenation, esters of β-or γ-amino acids are methylenated to yield vinyl ethers, which then undergo smooth thermal rearrangement to yield β-C-glycoside products. tert- ...
