Diastereoselective Alkylation of Tricarbonyl(methyl 3,5-hexadienoate)iron

Authors

William Donaldson, Marquette UniversityFollow
Richard Craig, Abbott LaboratoriesFollow
Stephen Spanton, Abbott Laboratories

Document Type

Article

Language

eng

Publication Date

7-7-1992

Publisher

Elsevier

Source Publication

Tetrahedron Letters

Source ISSN

0040-4039

Abstract

Alkylation of the anion of the title compound with iodomethane, benzylbromide, or allyl bromide proceeds in a highly diastereoselective fashion to afford tricarbonyl(2S*,3R* methyl 2-substituted-3,5-hexadienoate) iron complexes. The relative stereochemistry of the methylation product 2awas determined by single X-ray crystallographic analysis of the corresponding diastereomeric carboxylic acid 4b.

Alkylation of the enolate of the title compound proceeds in a highly diastereoselective fashion to afford (2S*, 3R* methyl 2-substituted-3,5-hexadienoate)Fe(CO)₃.

Comments

Tetrahedron Letters, Vol. 33, No. 28 (July 7, 1992): 3967-3968. DOI.

Recommended Citation

Donaldson, William; Craig, Richard; and Spanton, Stephen, "Diastereoselective Alkylation of Tricarbonyl(methyl 3,5-hexadienoate)iron" (1992). Chemistry Faculty Research and Publications. 846.
https://epublications.marquette.edu/chem_fac/846