title: Stereoselective Pd-catalyzed etherification and asymmetric synthesis of furanomycin and its analogues from a chiral aziridine.
abstract: A chiral aziridine was utilized for the synthesis of the anti-bacterial natural amino acid L-(+)-furanomycin, and its analogues including 5'-epi-furanomycin and norfuranomycin. Key steps of this synthesis are the stereoselective Pd-catalyzed etherification for diallyl ethers and ring closing metathesis.
authors.affiliation: Centre for new Directions in Organic Synthesis, Department of Chemistry, Hankuk University of Foreign Studies, Yongin, Kyunggi-Do, 449-719, Korea. hjha@hufs.ac.kr.
authors.forename: Jae-Hoon
authors.initials: JH
authors.lastname: Jung
authors.forename: Doo-Ha
authors.initials: DH
authors.lastname: Yoon
authors.forename: Kyuwoong
authors.initials: K
authors.lastname: Lee
authors.forename: Hyeonah
authors.initials: H
authors.lastname: Shin
authors.forename: Won Koo
authors.initials: WK
authors.lastname: Lee
authors.forename: Cheol-Min
authors.initials: CM
authors.lastname: Yook
authors.forename: Hyun-Joon
authors.initials: HJ
authors.lastname: Ha
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000737:chemistry*; D008024:Ligands; D010165:Palladium / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D001388:Aziridines; D004987:Ethers; D008024:Ligands; C063753:furanomycin; C033132:aziridine; D010165:Palladium