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

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-...

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Bibliographic Details
Published in:	Tetrahedron letters Vol. 40; no. 1; pp. 105 - 108
Main Authors:	Fukuyama, Yoshiyasu, Yaso, Hideyuki, Nakamura, Kazuhiko, Kodama, Mitsuaki
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 1999
Subjects:	mosses and liverworts secondary metabolites synthesis
Online Access:	Get full text
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Summary:	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. Plagiochin D, a unique macrocyclic bis(bibenzyl) having both a biphenyl ether and a biaryl units isolated from the liverwort, has been synthesized through intramolecular formation of the biaryl unit from dibromoperrottetin A by Pd(0) catalyzed Still-Kelly reaction. [Display omitted]
ISSN:	0040-4039 1873-3581
DOI:	10.1016/S0040-4039(98)80031-2