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Total Synthesis of (-)-Mucosin and Revision of Structure.

A new interesting article has been published in J Org Chem. 2018 Nov 8. doi: 10.1021/acs.joc.8b02318. [Epub ahead of print] and titled:

Total Synthesis of (-)-Mucosin and Revision of Structure.

Authors of this article are:

Nolsøe JMJ, Antonsen S, Görbitz CH, Hansen TV, Nesman JI, Røhr ÅK, Stenstrøm YH.

A summary of the article is shown below:

The first total synthesis of (-)-mucosin (6), an unusual marine hydrindane natural product incorporating a prostaglandin-like submotif, has been achieved. As a result of the campaign, three of the four all-carbon stereocenters in the purported structure 1 have been revised. Of particular note is the excellent control over β-chirality in conjugate addition to ester (-)-22 and the facial selectivity in the subsequent protonation of an intermediate silyl ketene acetal.

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