Synthesis 2015; 47(19): 3043-3048
DOI: 10.1055/s-0034-1380438
paper
© Georg Thieme Verlag Stuttgart · New York

Biomimetic Approaches Employing the Ugi Five-Center Four-Component Reaction for Synthesis of the Right-Hand Portion of Halichonadin Q and the Central Part of Halichonadin M

Rika Mimura
a   Faculty of Science, Kochi University, Akebono-cho Kochi 780-8520, Japan   Email: ichikawa@kochi-u.ac.jp
,
Ayumi Kitamori
a   Faculty of Science, Kochi University, Akebono-cho Kochi 780-8520, Japan   Email: ichikawa@kochi-u.ac.jp
,
Akifumi Ikeda
a   Faculty of Science, Kochi University, Akebono-cho Kochi 780-8520, Japan   Email: ichikawa@kochi-u.ac.jp
,
Toshiya Masuda
b   Faculty of Integrated Arts and Sciences, University of Tokushima, Tokushima 770-8502, Japan
,
Keiji Nakano
a   Faculty of Science, Kochi University, Akebono-cho Kochi 780-8520, Japan   Email: ichikawa@kochi-u.ac.jp
,
Hiyoshizo Kotsuki
a   Faculty of Science, Kochi University, Akebono-cho Kochi 780-8520, Japan   Email: ichikawa@kochi-u.ac.jp
,
Yoshiyasu Ichikawa*
a   Faculty of Science, Kochi University, Akebono-cho Kochi 780-8520, Japan   Email: ichikawa@kochi-u.ac.jp
› Author Affiliations
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Publication History

Received: 07 April 2015

Accepted after revision 11 May 2015

Publication Date:
09 July 2015 (online)


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Abstract

One-pot syntheses of models of the right-hand portion and the central part of the respective structures of halichonadins Q and M, using the Ugi five-center four-component reaction (U-5C-4CR), were executed. The biomimetic strategy employed in these routes demonstrates the feasibility of pathways we have proposed for the biosynthesis of marine organisms.

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