A mild method for generation of o-quinone methides under basic conditions. The facile synthesis of trans-2,3-dihydrobenzofurans

Mu-Wang Chen; Liang-Liang Cao; Zhi-Shi Ye; Guo-Fang Jiang; Yong-Gui Zhou

doi:10.1039/C3CC37800D

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Chemical Communications

Issue 16, 2013

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A mild method for generation of o-quinone methides under basic conditions. The facile synthesis of trans-2,3-dihydrobenzofurans

Mu-Wang Chen,^a Liang-Liang Cao,^a^b Zhi-Shi Ye,^a Guo-Fang Jiang^b and Yong-Gui Zhou*^a

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State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China
E-mail: ygzhou@dicp.ac.cn

College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China

Chem. Commun., 2013,49, 1660-1662

DOI: 10.1039/C3CC37800D
Received 27 Oct 2012, Accepted 07 Jan 2013
First published online 08 Jan 2013

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A novel and efficient method for the generation of o-quinone methide intermediates was developed from the readily available 2-tosylalkylphenols under the mild basic conditions, and their reactions with sulfur ylides were investigated for the stereoselective synthesis of trans-2,3-dihydrobenzofurans.

Abstract from Methods in Organic Synthesis 2013

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Liang-Liang Cao
Zhi-Shi Ye
Guo-Fang Jiang
Yong-Gui Zhou

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