Highly diastereoselective 1, 4-addition of an organocuprate to methyl α-D-gluco-, α-D-manno-, or α-D-galactopyranosides tethering an α, β-unsaturated ester. Novel …

K Totani, T Nagatsuka, S Yamaguchi…

Index: Oppolzer, Wolfgang; Moretti, Robert; Godel, Thierry; Meunier, Anne; Loeher, Heinz Tetrahedron Letters, 1983 , vol. 24, # 45 p. 4971 - 4974

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Citation Number: 27

Abstract

... Volume: Page: ... In the early 1980s, Oppolzer et al. ... 23 First, we prepared three 6-iodo-4-O-crotonyl esters 9−11 from known methyl 2,3-di-O-protected α-d-glucopyranosides 1, 24 2, 25 and 3, 26 as shown in Scheme 1. Thus, preferential tosylation of 6-OH in 1−3 ...