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Royal Society of Chemistry, Organic and Biomolecular Chemistry, 21(7), p. 4491

DOI: 10.1039/b912190k

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A concise and fully selective synthesis of the ant venom alkaloid (3S,5R,8S,9S)-3-butyl-5-propyl-8-hydroxyindolizidine

Journal article published in 2009 by Geng-Jie Lin, 黄培强, Pei-Qiang Huang ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

A seven-step synthesis of (3S,5R,8S,9S)-3-butyl-5-propyl-8-hydroxyindolizidine (2), an ant venom alkaloid isolated from Myrmicaria melanogaster, is disclosed with an overall yield of 28.9%. The key feature of the synthesis is the use of the iodocyclization for the introduction of the hydroxyl group of the 3-piperidinol. Remarkably, all the reaction steps proceeded with excellent chemo-, regio- and/or diastereoselectivities. ; NSF of China [20832005]; National Basic Research Program (973 Program) of China [2010CB833206]