4.5 Article

A novel three-component reaction of triphenylphosphine, DMAD, and electron-deficient styrenes: Facile synthesis of cyclopentenyl phosphoranes

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 9, Pages 1443-1446

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2006-926423

Keywords

triphenylphosphine; dimethyl acetylenedicarboxylate; zwitterions; electron-deficient styrenes; phosphoranes

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The zwitterion formed from triphenylphosphine and DMAD adds to electron-deficient styrenes to form stable cyclopentenyl phosphoranes. This is the first example of such a zwitterion in which the phosphine is incorporated into the product.

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