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Recyclable Organocatalyst-Promoted One-Pot Asymmetric Synthesis of Spirooxindoles Bearing Multiple Stereogenic Centers

Xin Huang 1 Kenny Pham 1 Wenbin Yi 2 Xiaofeng Zhang 1 Cécilia Clamens 3 Jeremy H. Hyatt 1 Jerry P. Jasinsk Uriel Tayvah 4 Wei Zhang 1
1 UMass Amherst - University of Massachusetts [Amherst]
2 NJUST - Nanjing University of Science and Technology
3 ISCR - Institut des Sciences Chimiques de Rennes
4 Princeton University
Abstract : A recyclable fluorous bifunctional Cinchona alkaloid/thiourea-catalyzed and four-component Michael/Mannich/cyclization sequence has been developed for the asymmetric synthesis of spirooxindoles containing 2-piperidinone and tetrahydropyridine rings. This one-pot reaction process affords the products in good to excellent yields and up to 99% ee and 9:1 dr
Keywords : recyclable organocatalyst asymmetric catalysis one-pot reaction organocatalysis spirooxindoles
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01242906
Contributor : Laurent Jonchère <>
Submitted on : Monday, December 14, 2015 - 12:08:41 PM
Last modification on : Tuesday, January 12, 2021 - 4:47:28 PM

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UNIV-RENNES1 | ISCR | CNRS | INC-CNRS | UR1-UFR-SPM | UNIV-RENNES | INSA-GROUPE | INSA-RENNES

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Xin Huang, Kenny Pham, Wenbin Yi, Xiaofeng Zhang, Cécilia Clamens, et al.. Recyclable Organocatalyst-Promoted One-Pot Asymmetric Synthesis of Spirooxindoles Bearing Multiple Stereogenic Centers. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2015, 357 (18), pp.3820-3824. ⟨10.1002/adsc.201500748⟩. ⟨hal-01242906⟩

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