Palladium-Catalyzed Decarboxylative Intramolecular Aziridination from 4H-Isoxazol-5-ones Leading to 1-Azabicyclo[3.1.0]hex-2-enes

A decarboxylative intramolecular aziridination reaction of alkene‐tethered 4H‐isoxazol‐5‐ones with a palladium/phosphine catalyst gave 1‐azabicyclo[3.1.0]hex‐2‐enes in moderate to high yields (see scheme; dba=dibenzylideneacetone). The resulting N‐fused bicyclic aziridines readily reacted with vario...

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Veröffentlicht in:	Angewandte Chemie International Edition 2011-11, Vol.50 (48), p.11470-11473
Hauptverfasser:	Okamoto, Kazuhiro, Oda, Tomohiro, Kohigashi, Sho, Ohe, Kouichi
Format:	Artikel
Sprache:	eng
Schlagworte:	4H-isoxazol-5-ones cyclization decarboxylation homogeneous catalysis palladium
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creator	Okamoto, Kazuhiro Oda, Tomohiro Kohigashi, Sho Ohe, Kouichi
description	A decarboxylative intramolecular aziridination reaction of alkene‐tethered 4H‐isoxazol‐5‐ones with a palladium/phosphine catalyst gave 1‐azabicyclo[3.1.0]hex‐2‐enes in moderate to high yields (see scheme; dba=dibenzylideneacetone). The resulting N‐fused bicyclic aziridines readily reacted with various reagents to afford ring‐opening pyrroline derivatives.
doi_str_mv	10.1002/anie.201105153
format	Article
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subjects	4H-isoxazol-5-ones cyclization decarboxylation homogeneous catalysis palladium
title	Palladium-Catalyzed Decarboxylative Intramolecular Aziridination from 4H-Isoxazol-5-ones Leading to 1-Azabicyclo[3.1.0]hex-2-enes
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