Construction of 4-Vinyl-1,2-oxaphospholane 2-Oxides from Vinyloxiranes and Phosphoryl Diazomethanes
Yinqiao Wang1, Wenlong Tong1, Jiaxi Xu1
1State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China.
Abstract:
Various 4-vinyl-1,2-oxaphospholane 2-oxides are prepared in good to excellent yields from vinyloxiranes and in situ-generated phosphenes from phosphoryl diazomethanes via the phosphene-induced ring expansion of oxiranes. The reaction is a novel and expeditious strategy for the synthesis of 1,2-oxaphospholane 2-oxide derivatives, featuring ring expansion of readily available starting materials, high atom economy, no catalyst, a fast reaction rate, broad functional group tolerance, high yields, and separable diastereomers.
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