Issue 10, 2000

Optimization of enantiocontrol in cis-selective cyclopropanation reactions catalyzed by dirhodium(ii) tetrakis[alkyl 2-oxaazetidine-4(S)-carboxylates]

Abstract

Both intermolecular and macrocyclic intramolecular cyclopropanation reactions occur with greater selectivity for the cis-(Z)-diastereoisomer than for the trans-(E)-diastereomer in reactions catalyzed by chiral dirhodium(II) azetidinone-carboxylates; the influence of the catalyst’s ester alkyl group on enantiocontrol is substantial but appears to be delicately balanced by steric factors.

Article information

Article type
Communication
Submitted
18 Feb 2000
Accepted
07 Apr 2000
First published
05 May 2000

Chem. Commun., 2000, 867-868

Optimization of enantiocontrol in cis-selective cyclopropanation reactions catalyzed by dirhodium(II) tetrakis[alkyl 2-oxaazetidine-4(S)-carboxylates]

M. P. Doyle, S. B. Davies and W. Hu, Chem. Commun., 2000, 867 DOI: 10.1039/B001464H

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