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

Masters, Kye-Simeon & Flynn, Bernard L. (2010) An efficient synthesis of (±)-frondosin B using a Stille–Heck reaction sequence. Organic & Biomolecular Chemistry, 8(6), pp. 1290-1292.

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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.

Impact and interest:

18 citations in Scopus
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21 citations in Web of Science®

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55 since deposited on 03 Apr 2014
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ID Code: 69693
Item Type: Journal Article
Refereed: Yes
DOI: 10.1039/B924542A
ISSN: 1477-0539
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > ORGANIC CHEMISTRY (030500) > Natural Products Chemistry (030502)
Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > ORGANIC CHEMISTRY (030500) > Organic Chemical Synthesis (030503)
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2010 Royal Society of Chemistry
Copyright Statement: Reproduced by permission of The Royal Society of Chemistry, no further distribution permitted.
Deposited On: 03 Apr 2014 00:54
Last Modified: 29 May 2014 02:13

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