title: A convenient and highly stereoselective method for synthesis of octahydropyrano[3,2-b]pyrrole derivatives.
abstract: The octahydropyrano[3,2-b]pyrrole derivatives are synthesized by a double reductive amination from pyranose derivatives of nono-2,5-diuloses and octos-4-uloses and various amines. The cyclization proceeded smoothly in the presence of sodium triacetoxyborohydride to produce a series of novel fused N-heterobicyclic compounds with high stereoselectivity.
authors.affiliation: Natural Product Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China.
authors.forename: Xiaofeng
authors.initials: X
authors.lastname: Ma
authors.forename: Qin
authors.initials: Q
authors.lastname: Tang
authors.forename: Jun
authors.initials: J
authors.lastname: Ke
authors.forename: Haibo
authors.initials: H
authors.lastname: Wang
authors.forename: Wei
authors.initials: W
authors.lastname: Zou
authors.forename: Huawu
authors.initials: H
authors.lastname: Shao
mesh_terms: D000606:Amino Sugars / Q000138:chemical synthesis* / Q000737:chemistry*; D003500:Cyclization; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000606:Amino Sugars; D006574:Heterocyclic Compounds, 2-Ring; D011714:Pyrans