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Total synthesis of Plagiochin D, a macrocyclic bis(bibenzyl) from liverworts by intramolecular Still-Kelly reaction

✍ Scribed by Yoshiyasu Fukuyama; Hideyuki Yaso; Kazuhiko Nakamura; Mitsuaki Kodama

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 213 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)80031-2

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✦ Synopsis

Plagiochin D (4), a unique macrocyclic bis(bibenzyl) having both a biphenyl ether and a biaryl units isolated from the liverwort Plagiochila acanthophylla, was synthesized. The key 16-membered ring closure of a dibromoperrottetin A derivative 13 was realized by Pd(0) catalyzed intramolecular Still-Kelly reaction.

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