Silylative Dieckmann-Like Cyclizations of Ester-Imides (and Diesters)
Thomas R. Hoye,* Vadims Dvornikovs and Elena Sizova
*Department of Chemistry, University of Minnesota, Minneapolis, Minnesota
55455, Email: hoye
chem.umn.edu
T. R. Hoye, V. Dvornikovs, E. Sizova, Org. Lett., 2006, 8, 5089-5091.
DOI: 10.1021/ol061988q
Abstract
Trialkylsilyl triflates effect cyclization of ester-imides and diesters. Trapping of the in situ generated, nucleophilic ketene acetal is a key aspect of the transformation. In many instances the levels of diastereoselectivity are very high. Mechanistic points are inferred from spectroscopic observations.
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Key Words
Dieckmann Condensation, N-Heterocycles
ID: J54-Y2006-3550
