title: Total synthesis of khafrefungin using highly stereoselective vinylogous Mukaiyama aldol reaction.
abstract: [structure: see text] A convergent total synthesis of khafrefungin was accomplished on the basis of (1) the highly stereoselective TiCl4-mediated vinylogous Mukaiyama aldol reaction using vinylketene silyl N,O-acetal and (2) syn-selective aldol reaction of enal 5a and ethyl ketone 6 followed by anti-dehydration under Mitsunobu conditions.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda-shi, Chiba 278-8510, Japan.
authors.forename: Shin-ichi
authors.initials: S
authors.lastname: Shirokawa
authors.forename: Mariko
authors.initials: M
authors.lastname: Shinoyama
authors.forename: Isao
authors.initials: I
authors.lastname: Ooi
authors.forename: Seijiro
authors.initials: S
authors.lastname: Hosokawa
authors.forename: Atsuo
authors.initials: A
authors.lastname: Nakazaki
authors.forename: Susumu
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D006017:Glycolipids; C109747:khafrefungin