105677-80-3Relevant academic research and scientific papers
Stereoselective Reactions of Lithio-vinylsulfoxides with Aldehydes
Fawcett, John,House, Stuart,Jenkins, Paul R.,Lawrence, Nicholas J.,Russell, David R.
, p. 67 - 74 (1993)
A series of homochiral vinyl sulfoxides-synthesised by treating vinyl Grignard reagents with homochiral menthyl toluene-p-sulfinate or sulfinyl oxazolidinones 8a and 9a- were deprotonated with LDS and allowed to react with acetaldehyde, isobutyraldehyde, and trimethylacetaldehyde to give β-hydroxy sulfoxides with moderate diastereoselectivity.The sulfoxide 1 gave the best selectivity with the larger aldehydes.The same diastereoselectivity, within experimental error, is observed in the reactions with trimethylacetaldehyde of both E-1 and Z-1 giving 85:15 and 84:16 mixtures of 2c and 3c respectively; evidently, the geometry of the vinyl group does not affect the selectivity.
ASYMMETRIC INDUCTION IN THE PALLADIUM CATALYZED CYCLOADDITION REACTION OF TRIMETHYLENEMETHANE WITH HOMOCHIRAL VINYLSULFOXIDES
Chaigne, Frantz,Gotteland, Jean-Pierre,Malacria, Max
, p. 1803 - 1806 (2007/10/02)
The palladium catalyzed cycloaddition of trimethylenemethane with a variety of vinylsulfoxides led to cycloadducts in good to excellent chemical yields and with a good level of asymmetric induction.
A SIMPLE, ONE-POT SYNTHESIS OF ENANTIOMERICALLY PURE 1-ALKENYL SULPHOXIDES
Cinquini, Mauro,Cozzi, Franco,Raimondi, Laura
, p. 185 - 188 (2007/10/02)
(+)-(R)-, 1, is converted by a Peterson-type olefination procedure into enatiomerically pure (R)-1-alkenyl sulphoxides in 50-65percent overall yields.
