4.8 Article

Pd-catalyzed regio- and stereoselective cyclization-Heck reaction of monoesters of 1,2-allenyl phosphonic acids with alkenes

Journal

ORGANIC LETTERS
Volume 9, Issue 9, Pages 1703-1706

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0703478

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The cyclization-Heck reactions of monoesters of 1, 2-allenyl phosphonic acids with alkenes were studied. The reaction afforded 4-(1-Z-alkenyl)-2-ethoxy-2,5-dihydro[1,2]oxaphosphole 2-oxides regio- and stereoselectively. Pd(II) was regenerated from the in situ formed Pd(0) using CaH2(cat.)/NaI/O-2 or benzoquinone to furnish the catalytic cycle.

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