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A versatile route to indolo(2,1- d )(1,5)benzodiazocine derivatives has been developed based on a free radical cyclization approach from 1-substituted indole derivatives with appropriately positioned haloacetamide functionalities. Fair yields of the indole- and dihydroindole-fused eight-membered...
The global electrophilicity index evaluated at the ground state of benzylating and acylating agents shows a quantitative linear relationship with the experimental substrate selectivity index evaluated for a series of Friedel–Crafts reactions. The theoretical scale correctly accounts for the...
An Fmoc-protected δ-sugar amino acid, prepared by oxidation of a glucosamine derivative, was coupled to three different tripeptide tert -butyl esters (H-Tyr-Tyr-Tyr-O t Bu, H-Tyr-Glu(OBzl)-Tyr-O t Bu and H-Tyr-Arg(Mtr)-Tyr-O t Bu) and the resulting sugar amino acid/amino acid hybrids were...
The configuration of the penta-tetrahydrofuranyl diol (penta-THF) product obtained by a single-step, RuO 4 -catalyzed oxidative polycyclization of squalene, has been determined as cis – threo – cis – threo – trans – threo – trans – threo – trans . The...
Aldehydes react readily with ethyl diazoacetate in the presence of 5 mol% of NbCl 5 in dichloromethane to produce the corresponding β-keto esters in good yields with high selectivity. This method is very useful for the preparation of β-keto esters from both electron-rich as well as...
This paper describes bis(3-(triethoxysilyl)propyl)tetrasulfide, which is the first liquid sulfur-transferring agent useful for the conversion of nucleoside phosphite intermediates in the synthesis of the phosphorothioates using a phosphoramidite strategy. This liquid reagent is preferable to...
The ship-in-a-bottle synthesis of triphenylamine encapsulated within basic X zeolite has been accomplished by reacting sodium diphenylamide with bromobenzene in the presence of a bifunctional palladium (Hartwig–Buchwald conditions). The presence of incarcerated triphenylamine was demonstrated...
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