Asymmetric Synthesis of β??Substituted α??Methylenebutyro??lactones via TRIP??Catalyzed Allylation: Mechanistic Studies and Application to the Synthesis of (S) …

M Fuchs, M Schober, A Orthaber…

文献索引：Fuchs, Michael; Schober, Markus; Orthaber, Andreas; Faber, Kurt Advanced Synthesis and Catalysis, 2013 , vol. 355, # 13 p. 2499 - 2505

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被引用次数: 4

摘要

Abstract: Asymmetric allylation of (hetero) aromatic aldehydes by a zinc (II)- allylbutyrolactone species catalyzed by a chiral BINOL-type phosphoric acid gave β- substituted α-methylenebutyrolactones in 68 to> 99% ee and 52–91% isolated yield. DFT studies on the intermediate Zn2+-complex–crucial for chiral induction–suggest a six- membered ring intermediate, which allows the phosphoric acid moiety to activate the ...