Thioester-assisted α-sialylation reaction

S Hanashima, S Akai, K Sato

Index: Hanashima, Shinya; Akai, Shoji; Sato, Ken-ichi Tetrahedron Letters, 2008 ,  vol. 49,  # 34  p. 5111 - 5114

Full Text: HTML

Citation Number: 13

Abstract

α-Selective sialylation reactions were carried out using novel sialic acid building blocks that possess a thioester auxiliary. In contrast to other arylthio-and benzylthioester derivatives, sialyl phosphite 1a (with the phenylthioester moiety) was employed as the α-selective building block, and was reacted with various primary alcohols, including the C6–OH group of galactose and glucose, with moderate to excellent α-selectivities. For C3–OH of the ...