Synthesis 2016; 48(09): 1399-1406
DOI: 10.1055/s-0035-1561366
paper
© Georg Thieme Verlag Stuttgart · New York

Microwave-Promoted Deprenylation: Prenyl Ether as a Thermo­labile Phenol Protecting Group

Bernd Schmidt*
Universitaet Potsdam, Institut fuer Chemie, Karl-Liebknecht-Strasse 24-25, 14476 Potsdam-Golm, Germany   eMail: bernd.schmidt@uni-potsdam.de
,
Martin Riemer
Universitaet Potsdam, Institut fuer Chemie, Karl-Liebknecht-Strasse 24-25, 14476 Potsdam-Golm, Germany   eMail: bernd.schmidt@uni-potsdam.de
› Institutsangaben
Weitere Informationen

Publikationsverlauf

Received: 28. Oktober 2015

Accepted after revision: 14. Januar 2016

Publikationsdatum:
10. Februar 2016 (online)


Abstract

para-Substituted aryl prenyl ethers undergo a deprenylation reaction upon microwave irradiation. This offers the opportunity to use a prenyl ether as a thermolabile protecting group in the synthesis of natural products with a chromone structure, which proceeds via a tandem deprenylation/6-endo-cyclization sequence.

Supporting Information