2016
DOI: 10.1016/j.tet.2016.02.009
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Asymmetric synthesis of 3,4-dihydro-2H-1,2,4-benzothiadiazine-1,1- dioxides catalyzed by scandium(III)-inda-Pybox

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Cited by 22 publications
(20 citation statements)
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“…Zhou and co‐workers reported that the presence of Sc(III)‐pybox(L 14 ) complex efficiently catalyzed the asymmetric synthesis of biologically potent 3,4‐dihydro‐2H‐1,2,4‐benzothiadiazine‐1,1‐dioxides (DHBDs) (Scheme ) . The reaction proceeded via intermolecular condensation to yield the intermediate imine followed by intramolecular asymmetric amine addition sequences of 2‐aminobenzene sulfonamides and aldehydes.…”
Section: Sc‐pybox Complexmentioning
confidence: 99%
“…Zhou and co‐workers reported that the presence of Sc(III)‐pybox(L 14 ) complex efficiently catalyzed the asymmetric synthesis of biologically potent 3,4‐dihydro‐2H‐1,2,4‐benzothiadiazine‐1,1‐dioxides (DHBDs) (Scheme ) . The reaction proceeded via intermolecular condensation to yield the intermediate imine followed by intramolecular asymmetric amine addition sequences of 2‐aminobenzene sulfonamides and aldehydes.…”
Section: Sc‐pybox Complexmentioning
confidence: 99%
“…To establish that precatalyst 23 was amenable to different RE/M combinations, the asymmetric aza-Michael addition of methylhydroxylamine 31 to chalcones 12 was investigated [20]. Indeed, the use of yttrium complex 32 as precatalyst of the corresponding heterobimetallic Y/Li/BINOL active catalyst at only 3 mol% of catalyst loading in these reactions allowed the corresponding aza-Michael products 33 to be obtained in both excellent yields and enantioselectivities of [88][89][90][91][92][93][94][95][96][97]respectively (Scheme 9).…”
Section: Enantioselective Lanthanide-catalyzed Michael Reactionsmentioning
confidence: 99%
“…In this context, the same reactions were performed in the presence of secondary amine ligand 67 prepared by reduction of ligand 64 by treatment with NaBH 4 . Under these related reaction conditions, the cycloaddition of aryl enones 65 with alkyl enones 29a-c afforded the corresponding cyclobutanes 68 in moderate yields (49-80%), low to moderate diastereoselectivities (20-64% de) albeit with high to excellent enantioselectivities of [84][85][86][87][88][89][90][91][92][93][94][95][96][97]. Notably, using ligand 67 instead of ligand 64 allowed a complementary diastereoselectivity.…”
Section: [2+2] Cycloadditionsmentioning
confidence: 99%
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