Journal
TETRAHEDRON
Volume 66, Issue 33, Pages 6429-6436Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.05.045
Keywords
Tandem catalysis; Enolate; Alkyne; Stereoselective aldol; Stereoselective Sigmatropic rearrangement
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A new tandem catalysis strategy that transforms alkyne derivatives to (E)-enol-equivalents followed by stereoselective anti-selective aldol coupling or syn-selective [3,3]-rearrangement transformations is reported. The mechanism is thought to proceed through an interchanging series of Lewis acid and Bronsted acid catalyzed reactions via the intermediacy of a ketiminum ion species. (C) 2010 Elsevier Ltd. All rights reserved.
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