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Solvent-Controlled Oxidative Cyclization for Divergent Synthesis of Highly Functionalized Oxetanes and Cyclopropanes

Yang Ye, Chen Zheng and Renhua Fan*

*Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, China, Email: rhfanfudan.edu.cn

Y. Ye, C. Zheng, R. Fan, Org. Lett., 2009, 11, 3156-3159.

DOI: 10.1021/ol9012102 (free Supporting Information)


Abstract

An efficient solvent-controlled oxidative cyclization of Michael adducts of malonates with chalcones with the combination of iodosobenzene and tetrabutylammonium iodide enables the divergent synthesis of highly functionalized oxetanes and cyclopropanes in good yields with high diastereoselectivity.

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Key Words

Iodosylbenzene, Oxetanes, Cyclopropanes


ID: J54-Y2009-2200