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Issue 4, 2014
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The vinylogous Mukaiyama aldol reaction (VMAR) in natural product synthesis

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Abstract

Covering: 1973 to the end of 2013

The vinylogous Mukaiyama aldol reaction (VMAR) allows efficient access to larger segments for complex natural product synthesis, primarily polyketides, through the construction of vicinal hydroxyl and methyl groups as well as di and tri-substituted double bonds in one single operation. In this review, we will highlight stereoselective protocols that have been used in natural product synthesis and cluster them into the four groups that can be obtained from different silyl ketene acetals or enol ethers. At the beginning, an overview on different stereoselective VMARs is presented; disregarding their applications in total syntheses.

Graphical abstract: The vinylogous Mukaiyama aldol reaction (VMAR) in natural product synthesis

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Publication details

The article was received on 25 Sep 2013 and first published on 05 Mar 2014


Article type: Review Article
DOI: 10.1039/C3NP70102F
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Nat. Prod. Rep., 2014,31, 563-594

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    The vinylogous Mukaiyama aldol reaction (VMAR) in natural product synthesis

    M. Kalesse, M. Cordes, G. Symkenberg and H. Lu, Nat. Prod. Rep., 2014, 31, 563
    DOI: 10.1039/C3NP70102F

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