Abstract
Lycopodium alkaloids have attracted the attention of many natural product chemists and synthetic organic chemists due to their important biological activities and unique skeletal characteristics. In this review we describe isolation and asymmetric syntheses of several new alkaloids such as lycoposerramines-C, -V, -W, and cernuine, and show that asymmetric total synthesis played a key role in elucidating the structures of these complex natural products.
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Abbreviations
- AChE:
-
Acetylcholine esterase
- CBS:
-
Corey–Bakshi–Shibata
- CDI:
-
Carbonyl diimidazole
- DIAD:
-
Diisopropyl azodicarboxylate
- DMP:
-
Dess–Martin periodinane
- DPPA:
-
Diphenylphosphinyl azide
- dppf:
-
1,1′-Bis(diphenylphosphino)ferrocene
- DTAD:
-
Di-tert-butyl azodicarboxylate
- IBX:
-
2-Iodoxybenzoic acid
- Ipc:
-
Isopinocampheyl
- NMO:
-
N-Methylmorpholine oxide
- Ns:
-
Nosyl
- TASF:
-
Tris(dimethylamino)sulfonium difluorotrimethylsilicate
- Teoc:
-
2-(Trimethylsilyl)ethoxycarbonyl
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Kitajima, M., Takayama, H. (2011). Lycopodium Alkaloids: Isolation and Asymmetric Synthesis. In: Knölker, HJ. (eds) Alkaloid Synthesis. Topics in Current Chemistry, vol 309. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2011_126
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DOI: https://doi.org/10.1007/128_2011_126
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