Stereoselective synthesis and glycosidase inhibitory activity of 3,4-dihydroxy-pyrrolidin-2-one, 3,4-dihydroxy-piperidin-2-one and 1,2-dihydroxy-pyrrolizidin-3-one

Visible‐Light‐Driven C−H Oxidation of Cyclic Tertiary Amines: Access to Synthetic Strychnos Alkaloids with Antiviral Activity

“…[1] This is because amides are ubiquitous in biologically significant compounds, biopolymers (e.g.,p eptides, proteins) and pharmaceuticals (such as penicillin). In particular, cyclic amides have attracted much attention due to their appearance as antimicrobials, [2] antidiabetics, [3] antibiotics, [4] drugs addressingt he central nervous system (CNS) [5] and as important building blocks for synthesis of biologically active molecules. [6] Particularly,d ihydroisoquinolonea nd dihydrocarbolinone frameworksc an be found in various natural and synthetic compounds, [7] most of which exhibit significant biological activities.…”

Stereocontrolled Dihydroxylation Reactions of Acyclic Allylic Amines

“…N,N-dibenzyl protected substrate 55 was tried with AD-mix-α and AD-mix-β, but better selectivity was not obtained compared to that with the catalytic dihydroxylation conditions [32]. In addition, trisubstituted carbonyl conjugated (Z)-allylic amine 56 also showed low facial selectivities even with AD-mix-α or AD-mix-β [33]. Several kinds of chiral ligands and conditions were applied with L-ornithine derivative 57 to obtain the syn selective diol but most of the reactions showed low anti selectivity [34].…”

An efficient method for the synthesis of substituted N-aryl lactams

“…The substituted N-aryl lactam moiety is encountered in a plethora of structurally-diverse natural products and drug candidates 1 and has also attracted much attention due to its diverse arrays of potential biological activities, such as applications involving anti-cancer, 2 anti-microbial, 3 antidiabetic, 4 anti-CNS, 5 anti-convulsants 6 and agrochemicals 7 etc. Moreover, this structural moiety has also been explored as an useful synthon for the synthesis of structurally diverse complex heterocycles such as benzo-[a]-quinazolidine-2-ones, 8 hexahydropyrido-[3,4-c]-[1,5]-benzothiazepines, 9 5-(diethoxyphosphoryl)-1-aryl-2-alkyl/aryl-2,3-dihydro-4-pyridones, 10 3-aminopiperidines, 11 methyl indolo-[2,3-a]quinazolidin-2-acetate, 12 and synthesis of various alkaloids such as guettardine, 15-epiguettardine, 13 E-azaburnamine, 14 makaluvamine A & C, 15 veiutamine, 16 and synthesis of the fundamental tetracyclic skeleton of ervitsine and 20-de-ethylidine-6,16-dihydro analogues.…”