Issue 43, 2013

A stereoselective synthesis of fully substituted tetrahydrofurans through 1,3-dipolar cycloaddition with cinnamaldehydes: an easy access to chroman derivatives

Abstract

An efficient method of synthesizing the fully-substituted tetrahydrofuran through intermolecular dipolar cycloaddition reactions of aryl diazoesters, β-nitrostyrenes and cinnamaldehydes was developed. A novel cascade 1,3-dipolar cycloaddition/Michael addition reaction provides a rapid and step-economic construction of highly substituted polycyclic chroman frameworks.

Graphical abstract: A stereoselective synthesis of fully substituted tetrahydrofurans through 1,3-dipolar cycloaddition with cinnamaldehydes: an easy access to chroman derivatives

Supplementary files

Article information

Article type
Paper
Submitted
24 May 2013
Accepted
17 Aug 2013
First published
19 Aug 2013

RSC Adv., 2013,3, 20065-20070

A stereoselective synthesis of fully substituted tetrahydrofurans through 1,3-dipolar cycloaddition with cinnamaldehydes: an easy access to chroman derivatives

L. Qiu, X. Guo, J. Zhou, S. Liu, L. Yang, X. Wu and W. Hu, RSC Adv., 2013, 3, 20065 DOI: 10.1039/C3RA44123G

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