A diastereoselective phenylselenium-induced lactamization of olefinic amides. A possible route to α-and β-amino acid derivatives

Benzeneselenenyl Trifluoromethanesulfonate

“…Introduction. 13 Benzeneselenenyl triflate-mediated cyclization of hydroxy alkenes to furans and pyrans (eq 2) has also been applied towards the stereoselective synthesis of more highly substituted cyclic ethers. A number of detailed discussions and reviews have been published regarding addition reactions of electrophilic selenium reagents, including benzeneselenenyl triflate.…”

Synthesis of 2,3,4,5-tetrahydro-1H-pyrrolo[1,2-a][1,4]diazepines and 11-methyl-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indoles

“…2 They act as antitumor antibiotics with sequence selective DNA binding ability, 3 and antagonists of arginine vasopressin. 4 Syntheses of 1,4-diazepines fused with five and six membered heterocyclic rings, [5][6][7] and octahydropyrrolopyrazines [8][9] are well explored. Two reports address the synthesis of tetrahydropyrrolodiazepines (Scheme 1): (i) Okawara et al 10 synthesized 2-substituted-1-carboxy-2,3,4,5-tetrahydro-1H-pyrrolo[1,2-a] [1,4]diazepines by the reaction of 3-(pyrrol-1-yl)-1-propylamine with the glyoxalic acid hydrate in ethanol; (ii) bromopyrrolodiazepines (isolated from marine sponges) were synthesized by Marchais et al 11 via regioselective intramolecular cyclization of 2-substituted pyrroles.…”