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

Organic & Biomolecular Chemistry Pub Date: 2013-08-02 DOI: 10.1039/C3OB41497C

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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