Sulfonimidamides: efficient chiral iminoiodane precursors for diastereoselective copper-catalyzed aziridination of olefins |
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| Authors: | Di Chenna Pablo H Robert-Peillard Fabien Dauban Philippe Dodd Robert H |
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| Affiliation: | Institut de Chimie des Substances Naturelles, CNRS, avenue de la terrasse, F-91198 Gif-sur-Yvette, France. |
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| Abstract: | N-(p-Toluenesulfonyl)-p-toluenesulfonimidamide reacts with iodosylbenzene to afford in situ a chiral iminoiodane. The latter gives, in the presence of a copper(I) catalyst, a nitrene that is very efficiently transferred under stoichiometric conditions to a variety of alkenes with diastereoselectivities up to 60%. [reaction: see text] |
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