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Issue 10, 2000
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Optimization of enantiocontrol in cis-selective cyclopropanation reactions catalyzed by dirhodium(ii) tetrakis[alkyl 2-oxaazetidine-4(S)-carboxylates]

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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.

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Article information


Submitted
18 Feb 2000
Accepted
07 Apr 2000
First published
05 May 2000

Chem. Commun., 2000, 867-868
Article type
Communication

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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