133421-01-9Relevant articles and documents
Synthesis of O-Protected (R)-2-Hydroxy Aldehyde and Their Hydrocyanation
Effenberger, Franz,Hopf, Martin,Ziegler, Thomas,Hudelmayer, Jochen
, p. 1651 - 1659 (2007/10/02)
The synthesis of O-silyl- and O-benzyl-protected (R)-2-hydroxy aldehydes (R)-6 from (R)-2-hydroxy carboxylic acids (R)-1 is described.While attempts for their diastereoselective hydrocyanation with hydrocyanic acid and (R)-oxynitrilase as catalyst have not been successful, the cyano silylation with trimethylsilyl cyanide occurred diastereoselectively with a ratio of 81:19 preferring the threo form without racemization at C-2 of the 2-hydroxy aldehyde. Key Words : (R)-2-Hydroxy aldehydes, O-protected / Hydrocyanation