Accession Number : ADA282578

Title :   Chemoselective Reactions of a-Aminonitriles.

Descriptive Note : Final rept. May-Aug 93,

Corporate Author : EDGEWOOD RESEARCH DEVELOPMENT AND ENGINEERING CENTER ABERDEEN PROVING GROUND MD

Personal Author(s) : Waugh, Morris A. ; Banks, Harold D.

Report Date : JUN 1994

Pagination or Media Count : 17

Abstract : A carbocyclic model for 4-anilino-4-cyano-l-benzylpiperidine was used to elucidate the chemistry of the reaction with diisobutylaluminum hydride. Reactions with alkaline hydrogen peroxide, triethyloxonium tetrafluoroborate and boron trifluoroetherate in methanol were studied for possible chemoselectivity for the cyano as opposed to the anilino function. Aminonitriles, DIBAL-H, Lewis acids.

Descriptors :   *NITRILES, *CHEMICAL REACTIONS, BORON, CHEMISTRY, FUNCTIONS, HYDRIDES, HYDROGEN PEROXIDE, METHANOLS, MODELS, AMINO ACIDS, PIPERIDINES, ALUMINUM, FLUORINE, BORATES, CARBON, ORGANIC COMPOUNDS, ETHERS, ETHYL RADICALS, REDUCTION, OXIDATION, BENZYL RADICALS.

Subject Categories : Organic Chemistry
      Inorganic Chemistry
      Physical Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE