title: Total Synthesis of Pyrrole-Imidazole Alkaloid (+)-Cylindradine B.
abstract: Cylindradines A and B are members of the oroidin-derived pyrrole-imidazole alkaloid (PIA) family. They possess a characteristic pyrrole-3-carbamoyl moiety, which is unusual among PIAs. We achieved a total synthesis of (+)-cylindradine B by applying a Pictet-Spengler-type reaction followed by oxidative cyclization in the presence of hypervalent iodine to construct the pyrrole-3-carbamoyl and cyclic guanidine with N,N'-aminal moieties at C6 and C10.
authors.affiliation: Department of Biotechnology and Life Science, Tokyo University of Agriculture and Technology , 2-24-16 Naka-cho, Koganei City, Tokyo 184-8588, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Iwata
authors.affiliation: Department of Biotechnology and Life Science, Tokyo University of Agriculture and Technology , 2-24-16 Naka-cho, Koganei City, Tokyo 184-8588, Japan.
authors.forename: Yuko
authors.initials: Y
authors.lastname: Kamijoh
authors.affiliation: Department of Chemistry, Faculty of Science, Rikkyo University , 3-34-1 Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan.
authors.forename: Eri
authors.initials: E
authors.lastname: Yamamoto
authors.affiliation: Department of Chemistry, Faculty of Science, Rikkyo University , 3-34-1 Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan.
authors.forename: Masahiro
authors.identifier: 0000-0001-7978-620X
authors.initials: M
authors.lastname: Yamanaka
authors.affiliation: Department of Biotechnology and Life Science, Tokyo University of Agriculture and Technology , 2-24-16 Naka-cho, Koganei City, Tokyo 184-8588, Japan.
authors.forename: Kazuo
authors.identifier: 0000-0002-0437-948X
authors.initials: K
authors.lastname: Nagasawa