Lewis acid mediated reactions of organocopper reagents. A remarkably enhanced regioselective. gamma.-attack of allylic halides and direct alkylation of allylic …
Y Yamamoto, S Yamamoto, H Yatagai…
Index: Yamamoto, Yoshinori; Yamamoto, Shinichi; Yatagai, Hidetaka; Maruyama, Kazuhiro Journal of the American Chemical Society, 1980 , vol. 102, # 7 p. 2318 - 2325
Full Text: HTML
Citation Number: 95
Abstract
Abstract: Chemical reactivities and selectivities of a new class of organocopper reagent, RCu-Lewis acid, are described. Regioselective y-attack of allylic halides is realized irrespective of the degree of substitution at the two ends of the allylic sistems, and of the structural factors (cyclic or acyclic) involved. Among the Lewis acids examined, BF3-OEt2 is the most effective with respect to the selectivity and total yield. Propargyl chloride and ...
Related Articles:
[Julia, Marc; Nel, Maurice; Uguen, Daniel Bulletin de la Societe Chimique de France, 1987 , # 3 p. 487 - 492]
Regio-and stero-selective γ-substitution of allylic nitro compounds with lithium dialkylcuprates
[Ono, Noboru; Hamamoto, Isami; Kaji, Aritsune Journal of the Chemical Society, Chemical Communications, 1984 , # 5 p. 274 - 275]
On the regioselectivity of elimination reactions in terpene derivatives
[Badet,B.; Julia,M.; Mallet,J.M. Tetrahedron, 1988 , vol. 44, p. 2913]
On the regioselectivity of elimination reactions in terpene derivatives
[Badet,B.; Julia,M.; Mallet,J.M. Tetrahedron, 1988 , vol. 44, p. 2913]
Biocatalytic asymmetric and enantioconvergent hydrolysis of trisubstituted oxiranes
[Steinreiber, Andreas; Mayer, Sandra F.; Saf, Robert; Faber, Kurt Tetrahedron Asymmetry, 2001 , vol. 12, # 10 p. 1519 - 1528]