Scope and Limitations of the Peterson Olefination Reaction as a Route to Vinylidene Phosphanes
作者:Keith Izod、William McFarlane、Brent V. Tyson
DOI:10.1002/ejoc.200300683
日期:2004.3
vinylidene phosphanes [nPr2P(BH3)](Me3Si)C=CH2 (6), (Ph2P)(iPr2P)C=CH2 (7), [nPr2P(S)](Me3Si)C=CH2 (10), [Ph2P(S)][iPr2P(S)]C=CH2 (11) and [Ph2P(S)][Me2P(S)]C=CH2 (12) are readily accessible by the Peterson olefination reaction compound 7 is obtained by deprotection of the corresponding borane adduct [Ph2P(BH3)][iPr2P(BH3)]C=CH2 with pyrrolidine}. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany
彼得森烯化反应已被研究作为获得新型 P 取代烯烃的途径。[(nPr2P)2(Me3Si)C]Li 和多聚甲醛之间的反应干净利落地得到对称的亚乙烯基磷烷 (nPr2P)2C=CH2 (4),产率非常好。相比之下,[(R2P)(Me3Si)2C]Li(R = Me,nPr)和多聚甲醛之间的反应会产生不包含预期亚乙烯基种类的复杂产物混合物。然而,不对称亚乙烯基膦[nPr2P(BH3)](Me3Si)C=CH2 (6), (Ph2P)(iPr2P)C=CH2 (7), [nPr2P(S)](Me3Si)C=CH2 (10) , [Ph2P(S)][iPr2P(S)]C=CH2 (11) 和 [Ph2P(S)][Me2P(S)]C=CH2 (12) 很容易通过 Peterson 烯化反应获得 化合物 7 是通过将相应的硼烷加合物 [Ph2P(BH3)][iPr2P(BH3)]C=CH2 与吡咯烷脱保护获得}。(©