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Issue 39, 2013
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The first asymmetric total synthesis of (+)-coriandrone A and B

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Abstract

The first enantioselective total synthesis of (+)-coriandrone A and B, two bioactive natural products, has been achieved in 10 steps and 11 steps starting from commercially available methyl 2-hydroxy-4-methoxybenzoate. Key reactions include a Claison rearrangement, a Shi-type epoxidation–cyclization sequence and ortho-metallation of t-butylbenzamides with (S)-(−)-propylene oxide reaction.

Graphical abstract: The first asymmetric total synthesis of (+)-coriandrone A and B

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Publication details

The article was received on 20 Jul 2013, accepted on 01 Aug 2013 and first published on 02 Aug 2013


Article type: Communication
DOI: 10.1039/C3OB41497C
Org. Biomol. Chem., 2013,11, 6686-6690

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    The first asymmetric total synthesis of (+)-coriandrone A and B

    W. Wang, J. Xue, T. Tian, Y. Jiao and Y. Li, Org. Biomol. Chem., 2013, 11, 6686
    DOI: 10.1039/C3OB41497C

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