Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5222052 | Tetrahedron | 2011 | 12 Pages |
Abstract
The combination of an 'ene' reaction between a 2-(2-trialkylsilyloxyalkyl)prop-2-enyl(trimethyl)silane and an alk-1-yn-3-one mediated by zinc(II) iodide, and an intramolecular oxy-Michael reaction, provides an efficient synthesis of cis-2,6-disubstituted 4-methylenetetrahydropyrans of interest in the context of a synthesis of bryostatins. The stereoselective formation of (E)-vinylsilanes in the 'ene' reaction is of interest.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Duncan Gill, Nicholas H. Taylor, Eric J. Thomas,