Issue 6, 1989

Chiral succinate enolate equivalents for the asymmetric synthesis of α-alkyl succinic acid derivatives

Abstract

Alkylation of the chiral iron succinoyl complex [(η5-C5H5)Fe(CO)(PPh3)COCH2CH2CO2But] by sequential treatment with butyl-lithium and alkyl halides takes place highly regio- and stereo-selectively to generate β-alkyl substituted iron succinoyl complexes. These differentially protected chiral succinoyl complexes undergo oxidative decomplexation to provide homochiral α-alkyl succinic acid derivatives in high yield.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 1162-1164

Chiral succinate enolate equivalents for the asymmetric synthesis of α-alkyl succinic acid derivatives

G. Bashiardes, S. P. Collingwood, S. G. Davies and S. C. Preston, J. Chem. Soc., Perkin Trans. 1, 1989, 1162 DOI: 10.1039/P19890001162

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