Chiral Pd organometallic complexes as catalysts in cyclopropanation reactions
✍ Scribed by R. Navarro; E.P. Urriolabeitia; C. Cativiela; M.D. Diaz-de-Villegas; M.P. López; E. Alonso
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- English
- Weight
- 658 KB
- Volume
- 105
- Category
- Article
- ISSN
- 1381-1169
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✦ Synopsis
Asymmetric cyclopropanation
of styrene with diazoacetic esters is performed firstly using chiral amino acidato complexes of Pd( II) containing a C,N-cyclometallated group as an ancillary ligand as catalyst precursors. In general these catalytic systems provide good conversion to the corresponding cyclopropyl derivatives with a moderate fruns selectivity, although the stereoselectivities obtained were law. With the use of chiral catalysts and chiral diazoacetic esters the diastereoselectivides were slightly improved.
📜 SIMILAR VOLUMES
## carbenes • cobalt • diazoacetates • enantioselectivity • porphyrinoids Scheme 1. The use of a cobalt(II)-porphyrin catalyst for the cyclopropanation of olefins. Electron-sufficient, electron-neutral, and electron-deficient olefins can be used.
German version: Angew. Chem. 98 (1986) 1028 [ I ] a) H. B. Kagan ("Asymmetric Synthesis Using Organometallic Catalysts'') in G. Wilkinson, F. G. A. Stone, E. W. Abel (Eds.
AbstractÐCyclopropanation of styrene with a-diazoacetate in the presence of (R,R)-(salen)ruthenium complex 4 in THF which dissolves the complex exhibits remarkable cis-and enantio-selectivity [cis:trans97:3, .97% ee (1S,2R)], while the same reaction in hexane which does not dissolve it shows good bu