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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 10
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Original Articles

Novel Stereoselective Synthesis of Densely Functionalized 2H‐Indeno[2,1‐b]furans

, , &
Pages 1560-1568 | Received 18 Sep 2007, Published online: 24 Apr 2008
 

Abstract

An easy access to densely functionalized 2H‐indeno[2,1‐b]furans is presented starting from triphenylphosphine, dialkyl acetylenedicarboxylates, alcohols (propargyl alcohol, 2,2,2‐trichloroethanol, and methanol), and ninhydrin. The stereochemistry of dimethyl 8‐oxo‐8a‐(2,2,2‐trichloroethoxy)‐8,8a‐dihydro‐2H‐indeno[2,1‐b]furan‐2,3‐dicarboxylate was established by single‐crystal X‐ray structure determination. The reaction is completely stereoselective.

Acknowledgments

The Iranian authors are thankful to the Zanjan University for partial support of this work.

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