4.6 Article

Recent advances in stereoselective glycosylation through intramolecular aglycon delivery

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 8, Issue 16, Pages 3596-3608

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c004281a

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Funding

  1. Japan Science Agency (JST)

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Methodology toward the stereoselective 1,2-cis glycoside linkage using intramolecular aglycon delivery (IAD) has been extensively developed. In the last two decades, progress has been made using various mixed acetal linkages and a number of glycosyl donor moieties to develop novel IAD strategies, mainly based on formation of acetal linkages. This account summarizes the newest naphthylmethyl (NAP) ether-mediated IAD as well as all the types of mediations for stereospecific construction of various 1,2-cis linkages, not only for beta-mannopyranoside, but also for other linkages almost without exception, including beta-L-rhamnoside.

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