59106-35-3Relevant academic research and scientific papers
CARBON-CARBON DOUBLE BOND CLEAVAGE WITH A HARD LEWIS ACID AND ETHANETHIOL
Fuji, Kaoru,Kawabata, Takeo,Node, Manabu,Fujita, Eiich
, p. 875 - 878 (1981)
Double bonds activated by the electron withdrawing group(s) are cleaved with the reagent system consisting of a hard Lewis acid and ethanethiol to give dithioacetals.
Asymmetric hydrogenation of alkyl(vinyl)thioethers: a promising approach to α-chiral thioethers
Meindertsma, Alex F.,Pollard, Michael M.,Feringa, Ben L.,de Vries, Johannes G.,Minnaard, Adriaan J.
, p. 2849 - 2858 (2008/09/17)
This paper describes the enantioselective hydrogenation of vinylthioethers. We show that thioether derivatives of maleic esters can be hydrogenated with full conversion and up to 60% ee, and that α-thioether cinnamic acids can be hydrogenated in 51% ee with modest conversion.
High-pressure induced domino-Horner-Wadsworth-Emmons (HWE) -Michael reactions
Has-Becker,Bodmann,Kreuder,Santoni,Rein,Reiser
, p. 1395 - 1398 (2007/10/03)
A new protocol for the alkenylation of carbonyl compounds with phosphonates (Horner-Wadsworth-Emmons reaction) is described. Aldehydes react with phosphonates already at room temperature in the presence of triethylamine without further activation by Lewis-acids if high-pressure (8 kbar) is applied to the system. Based on this protocol a domino process was developed combining the HWE reaction with a Michael reaction, thus allowing the one-pot synthesis of β-amino esters, β-thio esters or β-thio nitriles.
