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Issue 9, 2013
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Recent contributions from the asymmetric aza-Michael reaction to alkaloids total synthesis

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Abstract

Covering: 2005 to 2013

This review focuses on recent applications of the aza-Michael reaction in alkaloids total synthesis with a special emphasis on stereoselectivity. The report highlights achievements and challenges over the past five years and describes stereoselective intra- and inter-molecular conjugate addition of nitrogen-containing nucleophiles, including tandem and cascade processes. Total asymmetric syntheses of natural scaffolds, such as pyrrolidine, piperidine and “izidine” families, are depicted. Multi-step syntheses of highly challenging natural products are further detailed, assessing the scope of the stereocontrolled aza-Michael reaction as a powerful tool in alkaloid chemistry.

Graphical abstract: Recent contributions from the asymmetric aza-Michael reaction to alkaloids total synthesis

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Publication details

The article was received on 03 Dec 2012 and first published on 30 Jul 2013


Article type: Review Article
DOI: 10.1039/C3NP20121J
Nat. Prod. Rep., 2013,30, 1211-1225

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    Recent contributions from the asymmetric aza-Michael reaction to alkaloids total synthesis

    Z. Amara, J. Caron and D. Joseph, Nat. Prod. Rep., 2013, 30, 1211
    DOI: 10.1039/C3NP20121J

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