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Synfacts 2010(8): 0876-0876  
DOI: 10.1055/s-0030-1257850
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 1,4-Benzodioxanes via Epoxide Opening and Cyclization

Contributor(s): Victor Snieckus, Johnathan Board
Y. Liu, W. Bao*
Zhejiang University, Hangzhou and Jiangxi Normal University, Nanchang, P. R. of China
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

Reported is the synthesis of 1,4-benzodioxanes through a tandem epoxide ring-opening and cross-coupling sequence. The current work demonstrates a significant improvement over this group’s previous procedure, whereby the methylene epoxide was attached to the opposite phenol (red above). This previous procedure gave both the six- and seven-membered ring products as an inseparable mixture. No such mixture was observed in the current work.