76372-04-8Relevant academic research and scientific papers
N-Heterocyclic carbene-catalyzed formal cross-coupling reaction of α-haloenals with thiols: Organocatalytic construction of sp2 carbon-sulfur bonds
He, Lin,Guo, Hao,Li, Yuan-Zhen,Du, Guang-Fen,Dai, Bin
supporting information, p. 3719 - 3721 (2014/04/03)
A novel N-heterocyclic carbene (NHC)-catalyzed formal cross-coupling reaction between α-haloenals and thiols was developed. In the presence of 5 mol% NHC precursors and 1.6 equiv. potassium carbonate, various thiols coupled with α-haloenals to produce α-thioenals in 53% to 91% yield and excellent Z-selectivity. This journal is the Partner Organisations 2014.
Enamines of 2,2-bis(ethylthio)ethanal: a convenient route to γ-keto crotonate derivatives
Bates, Gordon S.,Ramaswamy, S.
, p. 2466 - 2475 (2007/10/02)
A new α-oxoaldehyde reagent, 2,2-bis(ethylthio)ethanal 1, has been prepared in high yield from ethanedial.Alkylation of the potassium salt of the enamines of 1 with various alkylating agents followed by in situ hydrolysis of the intermediate imine afforded high yields of the alkylation products of 1.This new reagent was used in the synthesis of a chiral potential precursor of the macrocyclic fragment of cytochalasins A,B, and F, as well as in the syntheses of the physiologically active diolides pyrenophorin and norpyrenophorin.
Alkylation of Enamines of Bis(ethylthio)acetaldehyde: Synthesis of Norpyrenophorin
Bates, Gordon S.,Ramaswamy, S.
, p. 904 - 906 (2007/10/02)
Alkylation of the potassium anion of the glyoxal derivatives (4) with halides and sulphonate esters, followed by acidic hydrolysis, provides good yields of the corresponding pyruvaldehyde α-thioacetals.
