<i>C</i>
‐Phosphoniophosphaalkenes as Precursors of 1σ
<sup>4</sup>
,3σ
<sup>2</sup>
‐Diphosphaallenes: Scope and Limitations
作者:David Martin、Heinz Gornitzka、Antoine Baceiredo、Guy Bertrand
DOI:10.1002/ejic.200500014
日期:2005.7
AbstractThe study of a general synthetic route to 1σ4,3σ2‐diphosphaallenes involving the reaction of LiHMDS with C‐phosphoniophosphaalkenes is reported. The choice of the base is critical since the precursors are highly electrophilic species that react cleanly with methyl‐, butyl‐, mesityl‐, or tert‐butyllithium to afford C‐phosphanylphosphonium ylides. The role of the substituents at the σ4‐phosphorus centre has alsobeen studied. The resulting phosphaallenes react cleanly with a Lewis acid and undergo [3+2] cycloaddition withazides to afford a five‐membered heterocycle in a three‐step process. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)