Facile Diastereoselective Synthesis of Carbohydrate-Based Thiochromans

Recent Developments in the Synthesis of 2‐C‐Branched and 1,2‐Annulated Carbohydrates

“…Finally, Kinfe and co‐workers applied Friedel–Crafts reactions of aryl thiols at the anomeric center for the synthesis of 1,2‐annulated carbohydrates (Scheme ) 47. Thus, 2‐ C ‐branched iodide 97 was converted into the thio ether 98 , which cyclized in the presence of BF 3 · OEt 2 .…”

Iodine‐ and PhI(OAc)2‐Mediated Multicomponent Synthesis of (E)‐1,3‐Diphenyl‐1‐butene Derivatives

“…The attractiveness of the protocol is its ability to Scheme 1. In continuation of our interest in the synthesis of organosulfur compounds, [31][32][33][34][35] we herein report a regio-and stereoselective three-component synthesis of novel (E)-1,3-diphenyl-1butene derivatives 7, that contain a sulfur atom, in the absence of a metal or a strong acid catalyst (Scheme 1b). …”

“…For instance, Wacharasindhu et al exploited the environmental compatibility and readily availability of diacetoxy-iodobenzene (DIB) in the activation of thiols for the construction of S-S and S-N bonds and further applied the method in the sulfenylation of indoles. In continuation of our interest in the synthesis of organosulfur compounds, [31][32][33][34][35] we herein report a regio-and stereoselective three-component synthesis of novel (E)-1,3-diphenyl-1butene derivatives 7, that contain a sulfur atom, in the absence of a metal or a strong acid catalyst (Scheme 1b). In continuation of our interest in the synthesis of organosulfur compounds, [31][32][33][34][35] we herein report a regio-and stereoselective three-component synthesis of novel (E)-1,3-diphenyl-1butene derivatives 7, that contain a sulfur atom, in the absence of a metal or a strong acid catalyst (Scheme 1b).…”

Design, synthesis, and antiplasmodial evaluation of a series of novel sulfoximine analogues of carbohydrate‐based thiochromans

“…In order to investigate whether replacing the sulfone moiety with a sulfoximine improves the antiplasmodial activity of the thiochroman scaffolds, sulfoximines 6a and 6b were prepared as shown in Scheme 1 using the protocol reported by Zenzola et al [30,31] our previously reported protocol, [32] was oxidized using 1.2 equiv. of oxone ® to afford sulfoxides 8a and 8b as a separable mixture in 1:3 diastereoisomeric ratio, while oxidation with excess oxone ® led to the formation of sulfone 5 in reasonable yields (Scheme 1).…”