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Journal article

Scope and limitations of chiral bis(oxazoline) ligands in the copper-catalysed asymmetric cyclopropanation of trisubstituted alkenes

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Department of Chemistry, Technical University of Denmark1

A series of derivatives of 3-methyl-2-buten-1-ol has been used to test the scope and limitations of the copper-catalysed asymmetric cyclopropanation of trisubstituted alkenes by ethyl diazoacetate in the presence of C-2-symmetric bis(oxazoline) ligands. In the best case, a trans/cis ratio of 91:9, with 92% ee for the major isomer, was obtained from the reaction of the p-methoxybenzoate derivative.

The highest ee was 95%, for the trans isomer of a 80:20 diastereomer mixture (acetate derivative).

Language: English
Year: 2001
Pages: 6083-6088
ISSN: 14645416 and 00404020
Types: Journal article
DOI: 10.1016/S0040-4020(01)00583-X
ORCIDs: Tanner, David Ackland

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