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

TitleThe first asymmetric total synthesis of (+)-coriandrone A and B.
Publication TypeJournal Article
Year of Publication2013
AuthorsWang W, Xue J, Tian T, Jiao Y, Li Y
JournalOrganic & biomolecular chemistry
Volume11
Issue39
Pagination6686-90
Date Published2013 Oct 21
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.

DOI10.3389/fnins.2013.00151
Alternate JournalOrg. Biomol. Chem.