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Enantioselective intramolecular cyclopropanations of allylic and homoallylic diazoacetates amd diazoacetamides using chiral dirhodium(II) carboxamide catalysts

Authors :
Doyle, Michael P.
Austin, Richard E.
Bailey, A. Scott
Dwyer, Michael P.
Dyatkin, Alexey B.
Kalinin, Alexey V.
Kwan, Michelle M.Y.
Liras, Spiros
Oalmann, Christopher J.
Pieters, Roland J.
Protopopova, Marina N.
Raab, Conrad E.
Roos, Gregory H.P.
Zhou, Qi-Lin
Martin, Stephen F.
Source :
Journal of the American Chemical Society. May 31, 1995, Vol. 117 Issue 21, p5763, 13 p.
Publication Year :
1995

Abstract

The feasibility of using chiral dirhodium(II) tetrakis(methyl 2-pyrrolidone-5 S-carboxylate), Rh2(5S-MEPY)4 and its enantiomer, Rh2(5R-MEPY)4, as catalysts for the intramolecular cyclopropanations of allylic and homoallylic diazoacetates and diazoacetamides was evaluated. Results showed that the use of the chiral dirhodium(II) catalysts produced cyclopropanes with excellent enantioselectivity.

Details

ISSN :
00027863
Volume :
117
Issue :
21
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.17231786