Topic
Glucal
About: Glucal is a research topic. Over the lifetime, 590 publications have been published within this topic receiving 8960 citations. The topic is also known as: D-glucal.
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TL;DR: In this article, 2-Bromooxepines are obtained through the thermal ring expansion of a d-glucal-derived gem-dihalocyclopropanated sugar.
Abstract: The conversion of cyclopropane-fused carbohydrates into oxepines is an attractive method for accessing diverse members of the septanoside family of carbohydrate mimetics. 2-Bromooxepines are obtained through silver(I)-promoted thermal ring expansion of a d-glucal-derived gem-dihalocyclopropanated sugar. In contrast, cyclopropane ring cleavage under basic conditions leads to 2-C-branched pyranosides, not the 2-bromooxepine structures assigned in an earlier report.
TL;DR: In this article , the authors reported the total synthesis of jadomycins A, B, and l-digitoxosyl-phenanthroviridin using a Pd-catalyzed direct arylation of 5-hydroxy-1,4-naphthoquinone with aryl iodide.
TL;DR: In this paper, Lewis acid mediated reactions of vinyl ethers with ArSCl adducts of benzyl protected D-glucal followed by quenching of the five-membered sulfonium salt intermediates with external nucleophiles, H2O, MeOH, and n-Bu4NBH4, lead to a highly stereoselective formation of β-Cglucopyranosides with different functional groups in the lateral chain.
Abstract: Lewis acid mediated reactions of vinyl ethers with ArSCl adducts of benzyl protected D-glucal followed by quenching of the five-membered sulfonium salt intermediates with external nucleophiles, H2O, MeOH, and n-Bu4NBH4, lead to a highly stereoselective formation of β-C-glucopyranosides with different functional groups in the lateral chain.