Synlett 2007(11): 1747-1752  
DOI: 10.1055/s-2007-982569
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© Georg Thieme Verlag Stuttgart · New York

Bisphenols from Furfurals by Organocatalysis and Gold Catalysis

A. Stephen K. Hashmi*a,, Michael Wölflea, J. Henrique Teles*b, Wolfgang Freya
a Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany
Fax: +49(711)6854330; e-Mail: hashmi@hashmi.de;
b BASF Aktiengesellschaft, 67056, Ludwigshafen, Germany
Fax: +49(621)606656359; e-Mail: henrique.teles@basf.com;
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Publikationsverlauf

Received 5 March 2007
Publikationsdatum:
25. Juni 2007 (online)

Abstract

Four different benzoins were formed from furfurals by organocatalysis with heterocyclic carbenes, reduced to the diols and converted into propargyl ethers. The gold-catalyzed cyclization ­exclusively gave bisphenols of the bisdihydroisobenzofuran type.

1

New address: A. S. K. Hashmi, Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.