Total synthesis of (+)-( S)-angustureine and the determination of the absolute configuration of the natural product angustureine

The total synthesis of (+)-( S)-angustureine and a determination of the absolute configuration of the natural product angustureine were achieved using ring-closing metathesis (RCM) and the Mitsunobu reaction as key steps. Angustureine, isolated from the bark of Galipea officinalis Hancock, is a nove...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2005-02, Vol.16 (4), p.827-831
Main Authors: Theeraladanon, Chumpol, Arisawa, Mitsuhiro, Nakagawa, Masako, Nishida, Atsushi
Format: Article
Language:English
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Summary:The total synthesis of (+)-( S)-angustureine and a determination of the absolute configuration of the natural product angustureine were achieved using ring-closing metathesis (RCM) and the Mitsunobu reaction as key steps. Angustureine, isolated from the bark of Galipea officinalis Hancock, is a novel quinoline alkaloid with a n-pentyl side chain at the 2-position. The total synthesis of (+)-( S)-angustureine and a determination of the absolute configuration of the natural product angustureine were achieved using ring-closing metathesis (RCM) and the Mitsunobu reaction as key steps.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2004.12.022