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Synthesis 2008(3): 331-351
DOI: 10.1055/s-2008-1032134
DOI: 10.1055/s-2008-1032134
REVIEW
© Georg Thieme Verlag Stuttgart · New York
Aza-Annulation Strategies in Alkaloid Total Synthesis
Further Information
Received
26 October 2007
Publication Date:
11 January 2008 (online)
Publication History
Publication Date:
11 January 2008 (online)
Abstract
This review highlights the synthesis of nitrogen-containing natural products via aza-annulation. Strategic, tactical, and methodological perspectives are discussed, including recent developments such as metal- or organocatalyzed reactions, oxidative or reductive cyclizations, biomimetic processes, cascade reactions, and cycloadditions. Such key steps are presented in the context of the total syntheses of tropinone, batzelladine, lyconadin, FR901483, strychnofoline, discorhabdin, necatarone, aspidophytine, dibromophakellstatin, anachelin, the acridones, alkaloid GB13, cephalotaxine, strychnine, setoclavine, porantherine, vallesamine, nitraramine, cylindricine, the daphniphyllines, symbiomime, alstonerine, tangutorine and flustramine.
1 Introduction
2 Aza-Annulation Reactions
3 Conclusion
Key words
biomimetic synthesis - cyclizations - natural products - stereoselective synthesis - total synthesis
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