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: Alkynes and cyclohexene were converted to the corresponding 1,2-iodophosphoryloxylated compounds in moderate to good yields with a trivalent iodine compound/iodine system, while glucal gave mainly the corresponding iodohydrin compound in this system.
Abstract: Iodophosphoryloxylation of carbon-carbon multibonds was attempted. Alkynes and cyclohexene were converted to the corresponding 1,2-iodophosphoryloxylated compounds in moderate to good yields with a trivalent iodine compound/iodine system, while glucal gave mainly the corresponding iodohydrin compound in this system. However, 2-deoxy-2-iodoglycosyl diphenylphosphinates were obtained from the corresponding glycals with a diphenylphosphinic acid/iodine/potassium carbonate system in good yields. Moreover, triethylborane smoothly reduced 2-deoxy-2-iodoglycosyl diphenylphosphinates to 2-deoxyglycosyl diphenylphosphinates in a 1,4-cyclohexadiene solvent.
24 citations
TL;DR: In this article, a one-pot C2-acetamidomannosylation reaction for the synthesis of 2-N-acetylamino-2-deoxy-α- d -mannopyranosides from glucals is described.
24 citations
TL;DR: Based on chemo-enzymatic regio- and stereoselective reactions, new routes toward C-4 substituted N-acetyl- d -mannosamine (ManNAc) and the corresponding sialic acids from d -glucal were established.
24 citations
24 citations
23 citations