Palladium-catalyzed carbonylation of vinyl halides: a route to the synthesis of. alpha.-methylene lactones
LD Martin, JK Stille
Index: Martin, Larry D.; Stille, J. K. Journal of Organic Chemistry, 1982 , vol. 47, # 19 p. 3630 - 3633
Full Text: HTML
Citation Number: 76
Abstract
a-Methylene y-lactones were synthesized in high yields by the palladium-catalyzed carbonylation reactions of alkyl-substituted 3-bromobut-3-en-1-01s under mild conditions. The bromo alcohols were obtained by the reaction of [1-(trimethylsilyl) vinyl] magnesium bromide with various epoxides followed by conversion of the trimethylsilyl group to bromide. By starting with optically active epoxides such as (R)-l, 2-epoxypropane or (2R, 3R)-2, 3- ...
Related Articles:
[Consorti, Crestina S; Ebeling, Gunter; Dupont, Jairton Tetrahedron Letters, 2002 , vol. 43, # 5 p. 753 - 755]
[Blaszczyk, Edyta; Krawczyk, Henryk; Janecki, Tomasz Synlett, 2004 , # 15 p. 2685 - 2688]
[Schlewer, Gilbert; Stampf, Jean-Luc; Benezra, Claude Journal of Medicinal Chemistry, 1980 , vol. 23, # 9 p. 1031 - 1038]
Lewis acid catalyzed Diels-Alder reactions of two useful dienyl phosphate esters
[Skowronska, Aleksandra; Krawczyk, Ewa; Koprowski, Marek; Dybowski, Piotr Phosphorus, Sulfur and Silicon and Related Elements, 1996 , vol. 109, # 1-4 p. 409 - 412]
A new stereospecific route to α-alkylidene γ-lactones
[Jackson, W. Roy; Perlmutter, Patrick; Smallridge, Andrew J. Journal of the Chemical Society, Chemical Communications, 1985 , # 21 p. 1509 - 1510]