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Rhodium(II)-catalyzed nitrene transfer with phenyliodonium ylides

✍ Scribed by Paul Mueller; Corine Baud; Ivo Naegeli

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
126 KB
Volume
11
Category
Article
ISSN
0894-3230

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✦ Synopsis

The [Rh 2 (OAc) 4 ]-catalyzed decomposition of NsN=IPh f[N-(p-nitrobenzenesulfonyl)imino]phenyliodinaneg affords aziridines in the presence of olefins and insertion products with compounds having activated CH bonds. The aziridination is stereospecific, and the insertion proceeds with retention of configuration. With chiral Rh(II) complexes, enantioenriched products result. A one-step mechanism involving a metal-complexed nitrene is proposed for both reactions.

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