Topic
Glycal
About: Glycal is a research topic. Over the lifetime, 897 publications have been published within this topic receiving 17422 citations.
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TL;DR: Asymmetric total syntheses of (+)-azinothricin and (+)-kettapeptin have been completed through a common new pathway that exploits a highly chemoselective coupling reaction between the fully elaborated cyclodepsipeptide 5 and the glycal activated esters 3 and 4 at the final stages of both respective syntheses.
35 citations
TL;DR: A method for the synthesis of a new family of 1-deoxy S-disaccharides has been established via free-radical hydrothiolation of glycals by sugar thiols (thiol-ene coupling) as mentioned in this paper.
34 citations
TL;DR: In this paper, peracetylated glycals with olefins in the presence of Lewis acids gave 2,3-unsaturated C-glycosides in good to excellent yields.
Abstract: Treatment of peracetylated glycals with olefins in the presence of Lewis acids gave 2,3-unsaturated C-glycosides in good to excellent yields. The reaction was completely regioselective and showed a high degree of stereoselectivity leading mostly to the α-isomer. Generally the addition gave the C-glycoside with an unsaturated aglycone. However, with methylenecyclobutane and 1,1 disubstituted linear olefins halogeno derivatives were recovered. The reaction was also performed with acetylated 2-hydroxy glycals. In these conditions keto unsaturated α-C-glycosides were isolated.
34 citations
34 citations
TL;DR: In this paper, a 12-step synthesis of the 6-C-(n-butyl)-2,3,6-trideoxy-D- erythro -1, 4-lactone 14 from commercial 2.3, 6-tri-O-acetyl-Dglucal is described.
34 citations