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Total Syntheses of the Resorcylic Acid Lactone Neocosmosin A and Its Enantiomer

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Date

2015

Authors

Zhang, Yiwen
Dlugosch, Michael
Jubermann, Martin
Banwell, Martin
Ward, James

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

A total synthesis of the structure, 1, assigned to the recently reported resorcylic acid lactone (RAL) neocosmosin A has been established. Olefin-cross metathesis, ring-closing metathesis, palladium-catalyzed Meinwald rearrangement, and Mitsunobu esterification reactions were used as key steps. A late-stage and simple modification to the reaction sequence also provided compound ent-1 that, in fact, represents the true structure of the natural product.

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Keywords

Citation

URI

http://hdl.handle.net/1885/63651

Collections

ANU Research Publications

Source

Journal of Organic Chemistry

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/acs.joc.5b00590

Restricted until

2037-12-31

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