title: De Novo Synthesis of Furanose Sugars: Catalytic Asymmetric Synthesis of Apiose and Apiose-Containing Oligosaccharides.
abstract: A de novo synthetic method towards apiose, a structurally unusual furanose, is reported. The key feature is sequential metal catalysis consisting of the palladium-catalyzed asymmetric intermolecular hydroalkoxylation of an alkoxyallene and subsequent ring-closing metathesis (RCM). This strategy enabled the efficient synthesis of various apiose-containing disaccharides and a unique convergent synthesis of trisaccharides.
authors.affiliation: Department of Chemistry, POSTECH (Pohang University of Science and Technology), Hyoja-dong San 31, Pohang, Nam-gu, Kyungbook, 37673, Korea.
authors.forename: Mijin
authors.initials: M
authors.lastname: Kim
authors.affiliation: Department of Chemistry, POSTECH (Pohang University of Science and Technology), Hyoja-dong San 31, Pohang, Nam-gu, Kyungbook, 37673, Korea.
authors.forename: Soyeong
authors.initials: S
authors.lastname: Kang
authors.affiliation: Department of Chemistry, POSTECH (Pohang University of Science and Technology), Hyoja-dong San 31, Pohang, Nam-gu, Kyungbook, 37673, Korea. yhrhee@postech.ac.kr.
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Rhee
keywords: asymmetric synthesis; carbohydrates; de novo synthesis; diastereoselectivity; oligosaccharides