α-Chiral Acetylenes Having an All-Carbon Quaternary Center: Phase Transfer Catalyzed Enantioselective α Alkylation of α-Alkyl-α-alkynyl Esters

被引:46
作者
Hashimoto, Takuya [1 ]
Sakata, Kazuki [1 ]
Maruoka, Keiji [1 ]
机构
[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan
关键词
alkylation; alkynes; asymmetric synthesis; phase-transfer catalysis; synthetic methods; ASYMMETRIC MANNICH REACTIONS; BETA-SULFONAMIDE ALCOHOL; AMINO-ACID DERIVATIVES; PROPARGYLIC ALCOHOLS; DIRECT-ADDITION; EFFICIENT SYNTHESIS; CONJUGATE ADDITION; TERMINAL ALKYNES; ALDOL REACTION; ALDEHYDES;
D O I
10.1002/anie.200901977
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Going through the phases: The title reaction was found to proceed by an initial base-mediated isomerization to allenyl esters and subsequent phase transfer catalyzed alkylation at the α position of the ester (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5014 / 5017
页数:4
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