Development of a 2-Aza-Cope-[3 + 2] Dipolar Cycloaddition Strategy for the Synthesis of Quaternary Proline Scaffolds

A one-pot multicomponent procedure for the synthesis of highly functionalized pyrrolidine rings through a domino 2-aza-Cope-[3 + 2] dipolar cycloaddition sequence has been demonstrated. This protocol was found to be both high-yielding and stereoselective for the endo cycloadduct.

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Bibliographische Detailangaben
Veröffentlicht in:	Organic letters 2010-09, Vol.12 (17), p.3906-3909
Hauptverfasser:	McCormack, Michael P, Shalumova, Tamila, Tanski, Joseph M, Waters, Stephen P
Format:	Artikel
Sprache:	eng
Schlagworte:	Catalysis Combinatorial Chemistry Techniques Cyclization Molecular Structure Proline - analogs & derivatives Proline - chemical synthesis Proline - chemistry Pyrrolidines - chemical synthesis Pyrrolidines - chemistry
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Beschreibung
Zusammenfassung:	A one-pot multicomponent procedure for the synthesis of highly functionalized pyrrolidine rings through a domino 2-aza-Cope-[3 + 2] dipolar cycloaddition sequence has been demonstrated. This protocol was found to be both high-yielding and stereoselective for the endo cycloadduct.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol101606v