title: A novel and highly stereoselective synthesis of 2-substituted perhydrofuro[2,3-b]pyran derivatives.
abstract: An effective and facile method for the synthesis of 2-substituted perhydrofuro[2,3-b]pyran derivatives is described. The cyclization of 2-C-aldehydo-2-deoxy-D-thioglucoside in the presence of N-iodosuccinimide (NIS) is highly stereoselective. 2-Substituted cyclization products were obtained in good to excellent yields.
authors.affiliation: Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Xiaofeng
authors.initials: X
authors.lastname: Ma
authors.forename: Qiang
authors.initials: Q
authors.lastname: Tian
authors.forename: Qin
authors.initials: Q
authors.lastname: Tang
authors.forename: Jinzhong
authors.initials: J
authors.lastname: Zhao
authors.forename: Huawu
authors.initials: H
authors.lastname: Shao
mesh_terms: D003500:Cyclization; D005960:Glucosides / Q000737:chemistry; D006865:Hydrogenation; D008958:Models, Molecular; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D005960:Glucosides; D011714:Pyrans