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- W2738643088 abstract "One obstacle for practical glycosylations is the high cost of promoters and low-temperature equipment. This problem has been at least partially solved by using MeSCH2Cl/KI as a low-cost promoter system. MeSCH2Cl has an estimated cost of <$1/mol compared with $1741/mol for AgOTf and $633/mol for TMSOTf. This new promoter system is capable of activating various leaving groups including anomeric Cl, F, trichloroacetimidate, and acyloxy groups. Stable and easy-to-prepare anomeric benzoloxy carbohydrate donors were investigated in the glycosylations of carbohydrates, aliphatic alcohols, amino acids, steroids, and nucleoside acceptors. Most of these glycosylations were operationally simple with fast reaction rates and moderate yields of 35–79%. In addition, direct glycosylations of nucleosides using less than 2 equiv of anomeric benzoloxy donors and high stereoselective mannosylation have been achieved. From an economic point of view, this glycosylation method should be highly applicable to industrial processes." @default.
- W2738643088 created "2017-07-31" @default.
- W2738643088 creator A5074420132 @default.
- W2738643088 creator A5086784000 @default.
- W2738643088 creator A5088785865 @default.
- W2738643088 date "2017-07-18" @default.
- W2738643088 modified "2023-10-16" @default.
- W2738643088 title "Practical Glucosylations and Mannosylations Using Anomeric Benzoyloxy as a Leaving Group Activated by Sulfonium Ion" @default.
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- W2738643088 doi "https://doi.org/10.1021/acsomega.7b00729" @default.
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