Issue 6, 2010
From the journal:

Organic & Biomolecular Chemistry

An efficient synthesis of (±)-frondosin B using a Stille–Heck reaction sequence†

Kye-Simeon Masters‡a  and  Bernard L. Flynn*a  

* Corresponding authors

a Medicinal Chemistry and Drug Action, Monash Institute of Pharmaceutical Sciences, 381 Royal Parade, Parkville, VIC, Australia
E-mail: bernard.flynn@pharm.monash.edu.au
Fax: +61 3 9903 9582

Abstract

A concise, convergent synthesis of (±)-frondosin B has been developed based on the application of a Stille–Heck reaction sequence of 2-chloro-5-methoxybenzo[b]furan-3-yl triflate and 2-(3-butenyl)-3-(trimethylstannyl)cyclohex-2-enone giving the racemic natural product in a 34% overall yield.

Graphical abstract: An efficient synthesis of (±)-frondosin B using a Stille–Heck reaction sequence

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Article information

DOI
https://doi.org/10.1039/B924542A
Article type
Communication
Submitted
23 Nov 2009
Accepted
19 Jan 2010
First published
01 Feb 2010

Org. Biomol. Chem., 2010,8, 1290-1292

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An efficient synthesis of (±)-frondosin B using a Stille–Heck reaction sequence

K. Masters and B. L. Flynn, Org. Biomol. Chem., 2010, 8, 1290 DOI: 10.1039/B924542A

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