Total synthesis of (-)-norzoanthamine

Daisuke Yamashita; Yoshihisa Murata; Naotsuka Hikage; Ken Ichi Takao; Atsuo Nakazaki; Susumu Kobayashi

doi:10.1002/anie.200804546

Total synthesis of (-)-norzoanthamine

Daisuke Yamashita, Yoshihisa Murata, Naotsuka Hikage, Ken Ichi Takao, Atsuo Nakazaki, Susumu Kobayashi

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

No bones about it: (-)-Norzoanthamine, a promising candidate for an anti-osteoporotic drug, was the target of a total synthesis (see scheme). The final bisaminal formation with AcOH/H₂O gave the DEFG ring, while the cyclization precursor was prepared by installing the remaining bisaminal unit after oxidative cleavage of the cyclopentanol moiety.

Original language	English
Pages (from-to)	1404-1406
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	8
DOIs	https://doi.org/10.1002/anie.200804546
Publication status	Published - 2009 Feb 9
Externally published	Yes

Keywords

Alkaloids
Cleavage reactions
Horner-emmons reaction
Natural products
Total synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200804546

Cite this

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AU - Yamashita, Daisuke

AU - Murata, Yoshihisa

AU - Hikage, Naotsuka

AU - Takao, Ken Ichi

AU - Nakazaki, Atsuo

AU - Kobayashi, Susumu

PY - 2009/2/9

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KW - Alkaloids

KW - Cleavage reactions

KW - Horner-emmons reaction

KW - Natural products

KW - Total synthesis

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Total synthesis of (-)-norzoanthamine

Abstract

Keywords

ASJC Scopus subject areas

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