Phosphine-Catalyzed [3+2] Cycloaddition of Aza-Aurones and Allenoates: Enantioselective Synthesis of 2-Spirocyclopentyl-Indolin-3-Ones

被引:3
|
作者
Brambilla, Elisa [1 ]
Pozza, Camilla [1 ]
Rizzato, Silvia [2 ]
Abbiati, Giorgio [1 ]
Pirovano, Valentina [1 ]
机构
[1] Univ Milan, Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, Via G Venezian 21, I-20133 Milan, Italy
[2] Univ Milan, Dipartimento Chim, Via C Golgi 19, I-20133 Milan, Italy
关键词
asymmetric catalysis; cycloaddition; organocatalysis; phosphanes; spiro compounds; SUBSTITUTED ALLENOATES; ASYMMETRIC-SYNTHESIS; ANNULATION REACTION; NITRILE IMINES; BREVIANAMIDE-A; REGIOSELECTIVITY; ALKALOIDS; MECHANISM; ALLENES;
D O I
10.1002/ejoc.202201385
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective phosphine-catalyzed [3+2] cycloaddition between aza-aurones and allenoates is here described. The reaction proceeded under mild reaction conditions to afford 2-spirocyclopentyl indolin-3-one derivatives as single gamma-isomer and with high levels of stereocontrol.
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页数:5
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