Cu(OTf)2-Catalyzed
Isomerization of 7-Oxabicyclic Alkenes: A Practical Route
to the Synthesis of 1-Naphthol Derivatives

Fangzhi Peng; Baomin Fan; Zhihui Shao; Xuewei Pu; Penghui Li; Hongbin Zhang

doi:10.1055/s-2008-1067268

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Synthesis 2008(19): 3043-3046
DOI: 10.1055/s-2008-1067268

PAPER

Cu(OTf)₂-Catalyzed Isomerization of 7-Oxabicyclic Alkenes: A Practical Route to the Synthesis of 1-Naphthol Derivatives

Fangzhi Peng, Baomin Fan, Zhihui Shao*, Xuewei Pu, Penghui Li, Hongbin Zhang
Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University), Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, P. R. of China
Fax: +86(871)5033538; e-Mail: zhihui_shao@hotmail.com;

Further Information

Publication History

Received 19 May 2008
Publication Date:
05 September 2008 (online)

Abstract
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Abstract

Lewis acid catalyzed isomerization of 7-oxabicyclic alkenes into 1-naphthol derivatives in high yields (87-98%) under mild reaction conditions has been developed. The mechanism of this reaction is briefly postulated.

Keywords

catalysis - copper - isomerization - 1-naphthol derivative - 7-oxabicyclic alkenes

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1

Fangzhi Peng and Baomin Fan contributed equally to this study