Palladium-Catalyzed [3+2] Cycloaddition of Vinylaziridine and Indane-1,3-diones: Diastereo- and Enantioselective Access to Spiro-Pyrrolidines

Fabrizio Vetica; Stephen J. Bailey; Mukesh Kumar; Suruchi Mahajan; Carolina von Essen; Kari Rissanen; Dieter Enders

doi:10.1055/s-0040-1707472

Synthesis, Inhaltsverzeichnis

Synthesis 2020; 52(14): 2038-2044
DOI: 10.1055/s-0040-1707472

paper

Palladium-Catalyzed [3+2] Cycloaddition of Vinylaziridine and Indane-1,3-diones: Diastereo- and Enantioselective Access to Spiro-Pyrrolidines

Fabrizio Vetica ∗

^aInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany eMail: fabrizio.vetica@isof.cnr.it

,

Stephen J. Bailey

^aInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany eMail: fabrizio.vetica@isof.cnr.it

,

Mukesh Kumar

^aInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany eMail: fabrizio.vetica@isof.cnr.it

,

Suruchi Mahajan

^aInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany eMail: fabrizio.vetica@isof.cnr.it

,

Carolina von Essen

^bDepartment of Chemistry, Nanoscience Centre University of Jyvaskyla, 40014 JYU, Finland

,

Kari Rissanen

^bDepartment of Chemistry, Nanoscience Centre University of Jyvaskyla, 40014 JYU, Finland

,

Dieter Enders

^aInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany eMail: fabrizio.vetica@isof.cnr.it

› Institutsangaben

Abstract

Alle Artikel dieser Rubrik

^§ These authors contributed equally to the work

^† Deceased

Abstract

A mild and efficient palladium-catalyzed [3+2] cycloaddition of vinylaziridine and indane-1,3-diones has been realized. The resulting spiro-pyrrolidines were provided in excellent yields and, with the introduction of the leucine-derived phosphine ligand, moderate to good enantio- and diastereoselectivities.

Key words

palladium catalysis - asymmetric synthesis - aziridines - sprio-pyrrolidines - indane-1,3-diones

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Referenzen

References
1 Current address: Dr. F. Vetica, Institute of Organic Synthesis and Photoreactivity, Consiglio Nazionale delle Ricerche, via Piero Gobetti 101, 40129 Bologna, Italy.
2 Current adress: Dr. S. Bailey, A and I Coatings, 7 Lackey Road, Moss Vale, 2577 New South Wales, Australia.
3 Current address: Dr. M. Kumar, Department of Chemistry, Sahu Jain (P. G.) College, Najibabad 246763, Bijnor, Uttar Pradesh, India.
4 Current address: Dr. S. Mahajan, Indian Institute of Technology Jammu, Jagti, NH-44, Nagrota, Jammu 181221, J & K, India.

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