RHODIUM(II)-CATALYZED NITRENE TRANSFER WITH PHENYLIODONIUM YLIDES

Authors
MUELLER P BAUD C NAEGELI I
Citation
P. Mueller et al., RHODIUM(II)-CATALYZED NITRENE TRANSFER WITH PHENYLIODONIUM YLIDES, Journal of physical organic chemistry, 11(8-9), 1998, pp. 597-601
Citations number
49
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
Journal of physical organic chemistry → ACNP
ISSN journal
08943230
Volume
11
Issue
8-9
Year of publication
1998
Pages
597 - 601
Database
ISI
SICI code
0894-3230(1998)11:8-9<597:RNTWPY>2.0.ZU;2-F
Abstract
The [Rh-2(OAc)(4)]-catalyzed decomposition of NsN=IPh {[N-(p-nitrobenz enesulfonyl)imino]phenyliodinane} affords aziridines in the presence o f olefins and insertion products with compounds having activated CH bo nds. The aziridination is stereospecific, and the insertion proceeds w ith retention of configuration. With chiral Rh(II) complexes, enantioe nriched products result. A one-step mechanism involving a metal-comple xed nitrene is proposed for both reactions. (C) 1998 John Wiley & Sons , Ltd.