Preparation of polyhydroxyalkyl- and C-glycosylfuran derivatives from free sugars catalyzed by cerium(III) chloride in aqueous solution: an improvement of the Garcia González reaction.
Unprotected aldose sugars react smoothly with 1,3-diones or beta-ketoesters in the presence of CeCl(3).7H(2)O in aqueous solution to produce polyhydroxylalkyl- and C-glycosylfuran derivatives in excellent yield. Operationally simple, mild neutral reaction conditions in aqueous solution is the key feature of this methodology.
Misra
Anup Kumar
AK
Medicinal Chemistry Division, Central Drug Research Institute, Lucknow 226001, India. akmisra69@rediffmail.com
Agnihotri
Geetanjali
G
D002241:Carbohydrates / Q000737:chemistry; D002563:Cerium / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry*; D015394:Molecular Structure; D012996:Solutions
D002241:Carbohydrates; D005663:Furans; D006027:Glycosides; D012996:Solutions; D002563:Cerium; C026690:cerous chloride