Ironing out the kinks: Efficientnew catalytic systems based on iron thiolates are described for the iron‐catalyzed cross‐coupling of alkyl Grignard reagents with alkenylhalides (see scheme). The reaction is highly chemo‐ and stereoselective. With this new procedure, the use of N‐methylpyrrolidone as a co‐solvent is no longer required.
Stereoselective formation of (E)-olefins by hydrolytic desulphinylation of some substituted 4-(2′-alkenesulphinyl)-morpholines
作者:Jean-Bernard Baudin、Sylvestre A. Julia
DOI:10.1016/s0040-4039(00)99626-6
日期:1989.1
The boron trifluoride-etherate catalysed hydrolysis of the title sulphinamides provide olefins with (E:Z)-ratios depending on the nature of the substituents on the allylic chain.
Photoinduced Metalation of Nonactivated C−Cl Bonds with Samarium Diiodide: Synthesis of Alkenes with High (<i>Z</i>)-Selectivity through <i>β</i>-Elimination Reactions
作者:José M. Concellón、Humberto Rodríguez-Solla、Carmen Simal、Mónica Huerta
DOI:10.1021/ol0523392
日期:2005.12.1
[GRAPHICS]The photoinduced metalation of nonactivated C-Cl bonds of O-acetyl chlorohydrins is promoted by samarium diiodide. As a result of this, beta-elimination of O-acetyl chlorohydrins is achieved, affording the corresponding (Z)-alkenes with total or high stereoselectivity.
BAUDIN, JEAN-BERNARD;JULIA, SYLVESTRE A., TETRAHEDRON LETT., 30,(1989) N5, C. 1967-1970