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Dichlorocarbene adducts of alkyl enol ethers as precursors to furans: application to a total synthesis of the furanosesquiterpene (±)-pallescensin A

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Date

2006

Authors

Foot, Jonathan
Phillis, Andrew
Sharp, Phillip
Willis, Anthony
Banwell, Martin

Journal Title

Journal ISSN

Volume Title

Publisher

Elsevier

Abstract

A novel method for annulating furans to ketones, involving treatment of the dichlorocarbene adduct of the derived methyl enol ether with base, has been exploited in the synthesis of the title natural product 1 from the known trans-decalone 2. Crown

Description

Keywords

Keywords: carbenoid; decalone; ester derivative; furan derivative; ketone; pallescensin a; sesquiterpene derivative; unclassified drug; annulation reaction; article; chemical reaction kinetics; stereochemistry Cyclopropene; Dichlorocyclopropane; Furan; Furanosesquiterpene; Pallescensin A; Wieland-Miescher ketone

Citation

URI

http://hdl.handle.net/1885/85141

Collections

ANU Research Publications

Source

Tetrahedron Letters

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1016/j.tetlet.2006.07.068

Restricted until

2037-12-31

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01_Foot_Dichlorocarbene_adducts_of_2006.pdf (176.78 KB)

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