Concise Synthesis of Pyrrolidine and Indolizidine Alkaloids by a Highly Convergent Three-Component Reaction

Lapointe, Guillaume; Schenk, Kurt; Renaud, Philippe (2011). Concise Synthesis of Pyrrolidine and Indolizidine Alkaloids by a Highly Convergent Three-Component Reaction. Chemistry - a European journal, 17(11), pp. 3207-3212. Weinheim: Wiley-VCH 10.1002/chem.201003137

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The synthesis of pyrrolidine and indolizidine derivatives through radical carboazidation of alkenes with alpha-iodoketones, followed by reductive amination, is described. When properly substituted, further lactamization afforded pyrrolizidinones in good yield. This carboazidation/reductive amination sequence was efficiently applied to the total synthesis of three different simple alkaloids, including (+/-)-monomorine I.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Renaud, Philippe

ISSN:

0947-6539

Publisher:

Wiley-VCH

Language:

English

Submitter:

Factscience Import

Date Deposited:

04 Oct 2013 14:26

Last Modified:

06 Dec 2013 13:31

Publisher DOI:

10.1002/chem.201003137

Web of Science ID:

000288098800021

URI:

https://boris.unibe.ch/id/eprint/9392 (FactScience: 215122)

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