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: The present reaction was shown to proceed under kinetic control to give approximately 1.3:1.0 mixture of alpha and beta anomers, indicating that a kinetic anomeric effect does not operate.
14 citations
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TL;DR: The reaction of glycals 1a-d with Et 2 AlCN in benzene at room temperature leads to formation of the corresponding 1-cyano-2,3-unsaturated sugars 2a−d and 3a−D in good to excellent yields as discussed by the authors.
14 citations
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TL;DR: In this article, an efficient, consecutive approach for the construction of synthetically valued, enantiomerically pure, trisubstituted THF domains 3 -10 in a stereoselective manner starting from glycal derived allylic alcohols under Sharpless asymmetric epoxidation (SAE) conditions is reported.
Abstract: A highly efficient, consecutive approach for the construction of synthetically valued, enantiomerically pure, trisubstituted THF domains 3 – 10 in a stereoselective manner starting from glycal derived allylic alcohols 1a – 1d under Sharpless asymmetric epoxidation (SAE) conditions is reported. The reaction involves the intramolecular asymmetric ring opening (ARO) of in situ formed enantiopure 2,3-epoxy alcohols followed by protection of the diol.
14 citations
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TL;DR: A new approach to the stereoselective synthesis of C-glycosides from glycals with various organoaluminum reagents has been demonstrated.
Abstract: A new approach to the stereoselective synthesis of C-glycosides from glycals with various organoaluminum reagents has been demonstrated.
14 citations
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TL;DR: In this paper, the oxirane ring opening of 2,3-anhydro-pentopyranosides with organo-aluminate reagents is described, and the use of trialkylalkynluminates, deoxy-alkynyl sugars are obtained in good yields.
Abstract: The oxirane ring opening of2,3-anhydro-pentopyranosides and 2,3-anhydro-hexopyranosides with organoaluminate reagents is described. By the use of trialkylalkynlaluminates, deoxy-alkynyl sugars are obtained in good yields. Trialkylalkenylaluminates are less efficient and react only with the pentosides. Vinylmagnesium bromide is used as an alternative reagent for the introduction of a vinyl group
14 citations