Takeuchi, Hironori; Fujimori, Yusuke; Ueda, Yoshihiro; Shibayama, Hiromitsu; Nagaishi, Masaru; Yoshimura, Tomoyuki; Sasamori, Takahiro; Tokitoh, Norihiro; Furuta, Takumi; Kawabata, Takeo published the artcile< Solvent-Dependent Mechanism and Stereochemistry of Mitsunobu Glycosylation with Unprotected Pyranoses>, Application of C6H12O6, the main research area is unprotected pyranose stereoselective Mitsunobu glycosylation mechanism solvent effect.
An SN2 mechanism was proposed for highly stereoselective glycosylation of benzoic acid with unprotected α-D-glucose under Mitsunobu conditions in dioxane, while an SN1 mechanism was indicated for nonstereoselective glycosylation in DMF. The SN2-type stereoselective Mitsunobu glycosylation is generally applicable to various unprotected pyranoses as glycosyl donors in combination with a wide range of acidic glycosyl acceptors such as carboxylic acids, phenols, and imides, retaining its high stereoselectivity (33 examples). Glycosylation of a carboxylic acid with unprotected α-D-mannose proceeded also in an SN2 manner to directly afford a usually less accessible 1,2-cis-mannoside. One- or two-step total syntheses of five simple natural glycosides were performed using the glycosylation strategy presented here using unprotected α-D-glucose.
Organic Letters published new progress about Absolute configuration. 492-62-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Application of C6H12O6.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts