Enantioselective Heck Reactions Catalyzed by Chiral Phosphinooxazoline-Palladium Complexes
作者:Olivier Loiseleur、Masahiko Hayashi、Norbert Schmees、Andreas Pfaltz
DOI:10.1055/s-1997-1341
日期:1997.11
Palladium complexes with chiral phosphinooxazoline ligands are efficient catalysts for enantioselective Heck reactions with aryl or alkenyl triflates and cyclic alkenes. In the arylation and alkenylation of 1,2-dihydrofuran, cyclopentene, 2,3-dihydro-4H-pyran, 4,7-dihydro-1,3-dioxepin, and N-methoxycarbonyl-2,3-dihydropyrrole high yields and good to excellent enantioselectivities have been obtained. In contrast to analogous (BINAP)Pd-catalyzed reactions, isomerization of the products by C-C double bond migration was essentially not observed.
带有手性膦噁唑啉配体的钯配合物是一种高效催化剂,可与芳基或烯基三酸酯和环烯发生对映选择性 Heck 反应。在 1,2-二氢呋喃、环戊烯、2,3-二氢-4H-吡喃、4,7-二氢-1,3-二氧杂环庚烷和 N-甲氧羰基-2,3-二氢吡咯的芳基化和烯基化反应中,获得了高产率和良好甚至优异的对映选择性。与类似的 (BINAP)Pd 催化反应相比,基本上没有观察到 C-C 双键迁移导致的产物异构化。