124745-42-2Relevant academic research and scientific papers
Palladium-catalyzed cross-couplings of allylic carbonates with triarylbismuths as multi-coupling atom-efficient organometallic nucleophiles
Rao, Maddali L.N.,Banerjee, Debasis,Giri, Somnath
experimental part, p. 1518 - 1525 (2010/08/03)
Allylic carbonates were efficiently cross-coupled with triarylbismuths under palladium catalysis. Using the optimized protocol, arylations of various allylic carbonates were carried out with triarylbismuths to afford high yields of 1,3-disubstituted prope
Subsituted 4-(2-alkenylsulfinyl)morpholines : preparation and conversion into the corresponding sulfinic acids and esters. Stereochemistry of olefin formation by hydrolytic desulfinylation of allylic sulfinamides.
Baudin, Jean-Bernard,Julia, Sylvestre
, p. 196 - 214 (2007/10/02)
By reaction with 4-(chlorosulfenyl)morpholine in the presence of triethylamine, several substituted allylic alcohols have been converted into the title sulfinamides.As a complementary method, the new α-lithio allylic sulfinamides have been prepared and efficiently alkylated with organic halides.The boron trifluoride-etherate catalyzed treatment of the allylic sulfinamides with simple saturated alcohols provided the corresponding alkyl sulfinates while propargylic and allylic alcohols opened a route to various α,α'-bis-unsaturated sulfones.Efficient conditions for the acid-catalyzed hydrolysis of allylic sulfinamides are described and some allylic sulfinic acids bearing an electron-withdrawing group were isolated.Smooth fragmentation of the homoconjugated sulfinic acids gave the corresponding (E)-olefins stereoselectively. - Key words: sigmatropic rearrangement / allylic sulfinamide / allylic sulfinic ester / organolithium derivative / sulfone / retro-ene reaction / sulfur dioxide elimination / stereochemistry
STEREOSELECTIUVE FORMATION OF (E)-OLEFINS HYDROLYTIC DESULPHINYLATION OF SOME SUBSTITUTED 4-(2'-ALKENESULPHINYL)-MORPHOLINES
Baudin, Jean-Bernard,Julia, Silvestre A.
, p. 1967 - 1970 (2007/10/02)
The boron trifluoride-etherate catalysed hydrolysis of the title sulphinamides 1 provide olefins with (E:Z)-ratios depending on the nature of the substituents on the allylic chain.
