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- W2270323475 abstract "The first total synthesis of a major component of marine glycolipid vesparioside B (Scheme 1, 1, R1 = n-C22H45, R2 = n-C14H29) has been accomplished through a convergent [4 + 3] coupling strategy. Key steps included stereoselective installment of a set of challenging 1,2-cis-glycoside bonds. A 2-quinolinecarbonyl-assisted α-galactosylation and a novel β-arabinosylation were developed, respectively, to synthesize the α-galactofuranosidic and the β-arabinopyranosidic linkages. Furthermore, a 4,6-O-benzylidene-controlled α-galactopyranosylation reaction allowed the efficient connection of the left tetrasaccharide donor 2 with the right disaccharide lipid acceptor 3, hence leading to the total synthesis of 1." @default.
- W2270323475 created "2016-06-24" @default.
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- W2270323475 date "2016-01-26" @default.
- W2270323475 modified "2023-10-11" @default.
- W2270323475 title "Total Synthesis of Marine Glycosphingolipid Vesparioside B" @default.
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- W2270323475 doi "https://doi.org/10.1021/jacs.5b12589" @default.
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