期刊
TETRAHEDRON
卷 67, 期 27-28, 页码 5034-5045出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.03.113
关键词
4-Methylenetetrahydropyran; oxy-Michael addition; Ene reactions; Allyl silane; Vinyl silane
资金
- EPSRC
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. (C) 2011 Elsevier Ltd. All rights reserved.
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