First Total Synthesis of a Novel Monoterpenoid Isoquinoline Alkaloid, (±)-Alangine

Hiromitsu Takayama; Maki Arai; Mariko Kitajima; Norio Aimi

doi:10.1248/cpb.50.1141

Chemical and Pharmaceutical Bulletin

Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363

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First Total Synthesis of a Novel Monoterpenoid Isoquinoline Alkaloid, (±)-Alangine

Hiromitsu Takayama, Maki Arai, Mariko Kitajima, Norio Aimi

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Keywords: Alangium, alkaloid, total synthesis, isoquinoline

JOURNAL FREE ACCESS

2002 Volume 50 Issue 8 Pages 1141-1143

DOI https://doi.org/10.1248/cpb.50.1141

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Abstract

The structure including the stereochemistry of a novel monoterpenoid isoquinoline alkaloid, alangine, was confirmed by total synthesis via N-acyliminium cyclization to construct the isoquinoline skeleton and reductive cleavage of vinyl epoxide with Pd(0) catalyst.

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