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: In this article, a substituent controlled Claisen rearrangement is employed as the key reaction for a facile construction of chiral intermediates for the synthesis of pseudomonic acids from diacetyl-L-arabinal.
18 citations
TL;DR: In this article, a one-step synthesis of 2-deoxy-2-iodoglycosyl isothiocyanates from monosaccharidic and disaccharide glycals is reported.
18 citations
TL;DR: In this article, a 2-deoxynucleosides of β-gluco β-galacto and α-arabino configuration were synthesized in a stereoselective way starting from glycals using selenium reagents, and converted into 2−-deoxy-2−-phenylselenenenyl-pyranosyl nucleosides by treatment with tributyltin hydride.
18 citations
TL;DR: Synthetized 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- and trisaccharides of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1beta and D-allal- derived allyl N-nosyl aziridine 2
18 citations
TL;DR: In this article, an efficient total synthesis of 18 membered macrolactone, (+)-Aspicilin (lichen macrolide) has been achieved in 12 linear steps with 10.2% overall yield from carbohydrate based building block D-glucal.
Abstract: An efficient total synthesis of 18 membered macrolactone, (+)-Aspicilin (lichen macrolide) has been achieved in 12 linear steps with 10.2% overall yield from carbohydrate based building block D-glucal. Highlights of the strategy include preparation of 2-deoxysugar from protected glycal 14, two-carbon Wittig olefination of the Swern oxidised intermediate 7, union of ‘carbohydrate based’ fragment 5 and a long chain (C-11) chiral alcohol 6 by Yamaguchi esterification and finally ring closing metathesis of the resulting compound 4.
18 citations