
Tetrahedron Letters p. 5949 - 5952 (1997)
Update date:2022-08-03
Topics:
Harrington, Paul
Kerr, Michael A.
A variety of 1,1-cyclopropane dicarboxylic acid esters were reacted with a selection of indoles under hyperbarric conditions. In the presence of Yb(OTf)33H2O, smooth ring opening resulted in the formation of 4-indolyl dicarboxylic acid esters. Hydrolysis and decarboxylation resulted in the formation of the mono-acids. Nucleophilic attack occurred specifically at the more hindered position of the substituted cyclopropanes.
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