Selective synthesis of alpha-C-(alkynyl)-galactosides by an efficient tandem reaction.
Several alpha-C-(alkynyl)-galactosides were synthesized using a tandem reaction involving the addition of a metal alkynylide to a chiral acyclic epoxyaldehyde, followed by an in situ closure of the generated alkoxide on the epoxide function.
Guillarme
Stéphane
S
Laboratoire de Glycosynthèse, UMR 6519, UFR Sciences Exactes et Naturelles, Bât. 18, BP 1039, 51687 Reims Cedex 2, France.
Plé
Karen
K
Haudrechy
Arnaud
A
D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry; D005697:Galactosides / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D015032:Zinc / Q000737:chemistry
D000447:Aldehydes; D005697:Galactosides; D015032:Zinc