title: Gold catalyzed glycosidations for the synthesis of sugar acrylate/acrylamide hybrids and their utility.
abstract: Propargyl glyco 1,2-orthoesters were exploited for the efficient synthesis of interesting glycomonomers such as glyco-acrylates and acrylamides using gold catalysts. It was observed that propargyl glyco 1,2-orthoesters with hydroxyethyl acrylates gives very good yield of the corresponding glyco-acrylates in a single step in the presence of catalytic amount of gold(III) catalyst; whereas, gold catalyzed glycosidation reaction on hydroxyethyl acrylamides was found to yield the corresponding acrylamidoyl 1,2-orthoester which was then converted to the corresponding glycol-acrylamide in the presence of catalytic amount of TMSOTf. Synthesized glyco-acrylate/acrylamide monomers are shown to undergo thiolate addition as well as free radical polymerization.
authors: Division of Organic Chemistry, Combi Chem-Bio Resource Center, National Chemical Laboratory, Pune 411 008, India.
authors: Shivaji A
authors: SA
authors: Thadke
authors: Mritunjoy
authors: M
authors: Kar
authors: Sayam Sen
authors: SS
authors: Gupta
authors: Srinivas
authors: S
authors: Hotha