One-Step Synthesis of Chiral Dimethyl 2-Oxo-3-phenyl-glutarate in the Asymmetric Triple-carbonylation of Styrene

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• 作者：Lailai WANG  ; ;   ; ^{wll@licp.cas.cn} ; Qinsheng ZHANG ; Yuming CUI
• 关键词：styrene ; asymmetric triple-carbonylation ; chiral ; dimethyl 2-oxo-3-phenyl-glutarate ; palladium 2 ; 4-pentanedionate ; dipyridlphosphines
• 刊名：Chinese Journal of Catalysis
• 出版年：2011
• 出版时间：2011
• 年：2011
• 卷：32
• 期：6-8
• 页码：1143-1148
• 全文大小：204 K

文摘

The in situ preparation of the novel chiral catalyst system, which are composed of (S)-2,2?6,6?tetramethoxy- 4,4?bis(diphenylphosphine)-3,3?bipyridine ((S)-P-PHOS) and palladium 2,4-pentanedionate, have been described. These complexes were found to be effective in the asymmetric triple-carbonylation of styrene, reaching up to [¦Á]_D²⁰ = +27^o (c, 0.28, CH₂Cl₂) for dimethyl 2-oxo-3-phenyl-glutarate using benzoquinone as oxidant, p-toluenesulfonic acid as co-catalyst, and methanol as solvent.