Synlett 2012; 23(14): 2014-2024
DOI: 10.1055/s-0032-1316680
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© Georg Thieme Verlag Stuttgart · New York

Syntheses of Fawcettimine-Type Lycopodium Alkaloids Utilizing the Pauson–Khand Reaction

Atsushi Nakayama
Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan, Fax: +81(43)2262914   eMail: htakayam@p.chiba-u.ac.jp
,
Mariko Kitajima
Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan, Fax: +81(43)2262914   eMail: htakayam@p.chiba-u.ac.jp
,
Hiromitsu Takayama*
Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan, Fax: +81(43)2262914   eMail: htakayam@p.chiba-u.ac.jp
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Publikationsverlauf

Received: 24. Mai 2012

Accepted after revision: 11. Juni 2012

Publikationsdatum:
08. August 2012 (online)


Abstract

The asymmetric total syntheses of some fawcettimine-type Lycopodium alkaloids, utilizing an intramolecular Pauson–Khand reaction as the key step, are described.

1 Introduction

2 First Asymmetric Total Syntheses of Lycoposerramine-C and Phlegmariurine A

3 First Asymmetric Total Synthesis of Huperzine Q

4 Total Syntheses of Fawcettimine and Fawcettidine

5 Conclusion

 
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