title: Stereospecific [3+2] cycloaddition of 1,2-cyclopropanated sugars and ketones catalyzed by SnCl4: an efficient synthesis of multi-substituted perhydrofuro[2,3-b]furans and perhydrofuro[2,3-b]pyrans.
abstract: Stereospecific [3+2] cycloaddition of 1,2-cyclopropanated sugars and ketones catalyzed by SnCl4 is described. The method offers multi-substituted perhydrofuro[2,3-b]furans (bis-THFs) and perhydrofuro[2,3-b]pyrans containing a quaternary carbon chiral center in good to excellent yields.
authors.affiliation: Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, China. shaohw@cib.ac.cn.
authors.forename: Xiaofeng
authors.initials: X
authors.lastname: Ma
authors.forename: Jichao
authors.initials: J
authors.lastname: Zhang
authors.forename: Qin
authors.initials: Q
authors.lastname: Tang
authors.forename: Jun
authors.initials: J
authors.lastname: Ke
authors.forename: Wei
authors.initials: W
authors.lastname: Zou
authors.forename: Huawu
authors.initials: H
authors.lastname: Shao
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007659:Ketones / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D017971:Tin Compounds / Q000737:chemistry*
chemical_list: D002241:Carbohydrates; D007659:Ketones; D011714:Pyrans; D017971:Tin Compounds; C023599:stannous chloride