Carbon Nucleophiles in the Mitsunobu Reaction. Mono and Dialkylation of Bis(2,2,2-trifluorethyl) Malonates
James M. Takacs*, Zhenrong Xu, Xun-tian Jiang, Alexei P. Leonov and Gregory C. Theriot
*Department of Chemistry, University of Nebraska-Lincoln, Lincoln, Nebraska
68588-0304, USA, Email: jtakacs1
unl.edu
J. M. Takacs, Z. Xu, X.-T. Jiang, A. P. Leonov, G. C. Theriot, Org. Lett., 2002, 4, 3843-3845.
DOI: 10.1021/ol0266626
Abstract
Simple dialkyl malonate esters exhibit limited scope as carbon nucleophiles in the Mitsunobu reaction. In contrast, bis(2,2,2-trifluoroethyl) malonates readily undergo dehydrative alkylation with primary and some secondary alcohols.
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Key Words
Active Methylenes, Allylation, Mitsunobu Reaction
ID: J54-Y2002-180
