Direct Dehydrative Glycosylation of C1‐Alcohols. Issue 20 (1st October 2018)

• Record Type: Journal Article
• Authors: O'Neill, Sloane; Rodriguez, Jacob; Walczak, Maciej A.
• Is Part Of: Chemistry, an Asian journal. Volume 13:Issue 20(2018)
• Page Start: 2978
• Page End: 2990
• Publication Date: 2018-10-01
• Subjects: C1-alcohols -- dehydrative -- glycosides -- glycosylation -- synthetic methodology; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201800971
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: Due to the central role played by carbohydrates in a multitude of biological processes, there has been a sustained interest in developing effective glycosylation methods to enable more thorough investigation of their essential functions. Among the myriad technologies available for stereoselective glycoside bond formation, dehydrative glycosylation possesses a distinct advantage given the unique properties of C1‐alcohols such as straightforward preparation, stability, and a general reactivity compatible with a diverse set of reaction conditions. In this Focus Review, a survey of direct dehydrative glycosylations of C1‐alcohols is provided with an emphasis on recent achievements, pervading limitations, mechanistic insights, and applications in total synthesis. Abstract : Can you C1, too? A direct conversion of C1 hemiacetals into glycosides is one of the most direct method for chemical glycosylation. In this Focus Review, a survey of dehydrative strategies is provided with emphasis on recent developments and future directions.