Title of article
Synthesis of 2,6-cis-disubstituted 4-methylenetetrahydropyrans by oxy-Michael addition
Author/Authors
Duncan Gill، نويسنده , , Nicholas H. Taylor، نويسنده , , Eric J. Thomas، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
12
From page
5034
To page
5045
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.
Keywords
Oxy-Michael addition , 4-Methylenetetrahydropyran , ene reactions , Allyl silane , Vinyl silane
Journal title
Tetrahedron
Serial Year
2011
Journal title
Tetrahedron
Record number
1103406
Link To Document