108671-92-7Relevant academic research and scientific papers
REACTION OF 3-HETERO-1,5-DIALDEHYDES WITH tert-BUTYL CYANOACETATE
Aparicio, F. J. Lopez,Gonzalez, F. Santoyo,Mendoza, P. Garcia,Mateo, F. Hernandez,Martinez, J. A. Dominguez
, p. 99 - 112 (1986)
The reaction of thiodiglycolaldehyde and diglycolaldehyde with tert-butyl cyanoacetate yields derivatives of tetrahydrothiopyran and tetrahydropyran, respectively.Similar reactions of diglycolaldehyde derivatives having a furan nucleus at the α-position yield D-xylo (major) and L-arabino (minor) C-pyranosyl derivatives.Starting from α-(S)-methoxy-α'-(R)-hydroxymethyldiglycolaldehyde, D-gluco and D-manno glycosides were obtained, the relative proportions of which depended on the time of reaction.In addition to the 1:1 addition products, minor products corresponding to 1:2 (dialdehyde: active methylene compound) addition were isolated.
