Tetrahedron Letters p. 6921 - 6924 (1997)
Update date:2022-08-03
Topics:
Virgili, Marina
Moyano, Albert
Pericas, Miquel A.
Riera, Antoni
A two step, totally stereoselective synthesis of (E,E)-1,4-dialkoxy-1,3-butadienes from chiral secondary alcohols has been developed. The key step involves the regio- and stereoselective hydrozirconation of alkoxyethynes derived from chiral alcohols; the intermediate (E)-(2-alkoxyvinyl)zirconium compounds, after treatment with cuprous chloride and thermally induced decomposition of the corresponding (2-alkoxyvinyl) copper, give the dialkoxybutadiena in moderate yield but with complete (E,E) diastereoselectivity.
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Doi:10.1016/S0040-4020(97)00967-8
(1997)Doi:10.1039/a705431i
(1997)Doi:10.1016/S0040-4039(01)90946-3
(1963)Doi:10.1039/j39680001347
(1968)Doi:10.1016/S0968-0896(97)00134-X
(1997)Doi:10.1007/BF00799038
(1983)
