Search:
Computing and Library Services - delivering an inspiring information environment

Synthesis of 2,6-cis-disubstituted 4-methylenetetrahydropyrans by oxy-Michael addition

Gill, Duncan M., Taylor, Nicholas H. and Thomas, Eric J. (2011) Synthesis of 2,6-cis-disubstituted 4-methylenetetrahydropyrans by oxy-Michael addition. Tetrahedron, 67 (27-28). pp. 5034-5045. ISSN 0040-4020

[img] PDF - Published Version
Restricted to Repository staff only

Download (500kB)

    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.

    Item Type: Article
    Subjects: Q Science > QD Chemistry
    Schools: School of Applied Sciences
    Depositing User: Duncan Gill
    Date Deposited: 01 Jun 2012 10:20
    Last Modified: 19 Sep 2013 16:44
    URI: http://eprints.hud.ac.uk/id/eprint/13601

    Document Downloads

    Downloader Countries

    More statistics for this item...

    Item control for Repository Staff only:

    View Item

    University of Huddersfield, Queensgate, Huddersfield, HD1 3DH Copyright and Disclaimer All rights reserved ©