WebDec 15, 2024 · In 2024, Yao and co-workers reported an effective regiodivergent method of synthesis of 1- and 3-thiosugars from 3,4-O-carbonate glycals catalyzed by Pd 2 (dba) 3 and Co(BF 4) 2, respectively (Scheme 4 D). 61 A variety of mercaptans, thiophenols, and glycals could tolerate these two conditions well with good yields and excellent ... WebMar 6, 2024 · A regio‐ and stereoselective synthesis of 4′‐thiaspiroacetals was achieved by the inverse electron‐demand hetero Diels‐Alder reaction of exo‐glycals and 3‐thioxopentane‐2,4‐dione. [3] Spiro‐isoxazolines [4] and ‐isoxazolidines 4a, 5. were obtained from exo‐glycals with nitrile oxides and nitrones, respectively, as 1,3 ...
Stereoselective Synthesis of Ribofuranoid exo -Glycals
WebMonosaccharides possessing a double bond between C1 and C2 are known under their trivial name as glycals. The name glycals was coined after the product of the first … WebApr 24, 2024 · The efficient synthesis of 2-deoxy sugars from glycals was also recently accomplished by Xiong, Ye and co-workers by means of an electrocatalytic radical based method (Scheme 3). 40 In this protocol, glycosylation between glycals 1 and alcohols 5 occurred smoothly using a catalytic amount of 3-bromopropionitrile 12 as redox mediator, … crystal fuller region 6
Formation and Reactions of Glycal Derivatives SpringerLink
Glycals can be formed as pyranose (six-membered) or furanose (five-membered) rings, depending on the monosaccharide used as a starting material to synthesize the glycal. Glycals can also be classified as endo-glycals or exo-glycals. A glycal is an endo-glycal when the double bond is within the ring. If the … See more Glycal is a name for cyclic enol ether derivatives of sugars having a double bond between carbon atoms 1 and 2 of the ring. The term “glycal” should not be used for an unsaturated sugar that has a double bond in any … See more The first glycal was synthesized by Hermann Emil Fischer and Karl Zach in 1913. They synthesized this 1,2-unsaturated sugar from D-glucose and named their … See more The double bond of a glycal allows many other functional groups to be introduced into a monosaccharide. Like an alkene, a glycal can undergo electrophilic addition across the double bond to add in these new atoms such as halogens, epoxides, and nitrogen. The glycal … See more The original Fischer glycal synthesis was the reductive elimination with zinc of a glycosyl halide. This glycosyl halide was formed from a monosaccharide starting material. Some other synthetic routes include: • Ring … See more WebMar 1, 1990 · DOI: 10.1021/JO00294A004 Corpus ID: 97735458; A route to glycals in the allal and gulal series: synthesis of the thiosugar of esperamicin A1 @article{Wittman1990ART, title={A route to glycals in the allal and gulal series: synthesis of the thiosugar of esperamicin A1}, author={Mark D. Wittman and Randall L. Halcomb and … WebNov 6, 2013 · With the optimal coupling condition in hand, the scope of the reaction was investigated by varying both the halo-exo-glycals and the endo-glycals (Table 2). 8 In each case, the desired cross-coupling product was obtained in a good yield as a single anomer.The anomeric configuration of the coupling products was determined as α by … crystal fucci smith