Issue 2, 1993

Stereochemistry of allylic alkylation of the tetracarbonyliron complexes of (R)-1-acetyl-5-isopropoxy-3-pyrrolin-2-one

Abstract

The two diastereoisomeric title complexes react with allyltrimethylsilane in the presence of BF3·Et2O to give nucleophilic substitution at C-5 to the corresponding 5-allyl derivatives; the reaction of the cis-complex proceeds slowly and with predominant inversion, whereas the trans-complex reacts quickly and with complete retention of configuration at C-5.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 156-158

Stereochemistry of allylic alkylation of the tetracarbonyliron complexes of (R)-1-acetyl-5-isopropoxy-3-pyrrolin-2-one

W. Koot, H. Hiemstra and W. N. Speckamp, J. Chem. Soc., Chem. Commun., 1993, 156 DOI: 10.1039/C39930000156

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