Jens Ahman

An Ammonia Equivalent for the Palladium-Catalyzed Amination of Aryl Halides and Triflates

Abstract Commercially available benzophenone imine serves as a convenient ammonia equivalent in the palladium-catalyzed amination of aryl halides and triflates. The benzophenone imine adducts can be cleaved directly to the corresponding primary anilines by catalytic hydrogenation or treatment with hydroxylamine hydrochloride or a catalytic amount of HCl in wet THF.

A short and enantioselective synthesis of (+)-Anatoxin-a

Abstract A short and enantioselective total synthesis of the neurotoxic alkaloid (+)-Anatoxin-a ( 1 ) from the L-pyroglutamic acid derivative 2 is described. The key step involves an intramolecular cyclisation of an N-tosyl iminium ion derived from the corresponding α-methoxy sulfonamide.

An Improved Procedure for the N-Alkylation of Aziridines

Abstract A mild and efficient procedure for N-alkylation of 2,3-trans-disubstituted aziridines by using K2CO3/18-crown-6 as base is described.

Homodienyl 1,5-hydrogen shifts in vinyl aziridines

The thermal 1,5-hydrogen shift of the enantiomerically pure vinyl aziridines 1 yields allylic imines 3 in quantitative yields and as single diastereomers.

Preparation and intramolecular radical cyclization of some cyclic N-sulfonylenamines

Cyclic N-sulfonylenamines can be prepared under mild conditions from the corresponding lactams by an efficient two-step procedure involving diisobutylaluminium hydride (DIBAL) or LiAIH4 reduction followed by CF3CO2H induced dehydration. In addition, appropriately substituted N-sulfonylenamines are substrates in intramolecular radical cyclizations, forming the corresponding spirocyclic sulfonamides in good yields.