Asymmetric pt(II)-catalyzed ene reactions:: Counterion-dependent additive and diphosphine electronic effects

被引:66
作者
Koh, JH [1 ]
Larsen, AO [1 ]
Gagné, MR [1 ]
机构
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
关键词
D O I
10.1021/ol015702n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalysis of the glyoxylate-ene reaction by dicationic P2Pt(II) complexes is subject to anion-dependent additive effects. For [((S)-MeOBiphep)-Pt](OTf)(2) catalysts, acidic phenols such as 3-CF3-C6H3OH or C6F5OH provide substantial rate increases but do not affect the more active SbF6-based catalysts. Enantioselectivity and reactivity also increased with diphosphine basicity, with 4-t-Bu-substituted MeOBiphep ligands yielding the highest enantioselectivities.
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页码:1233 / 1236
页数:4
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