Synthesis of N-heterocycles, beta-amino acids, and allyl amines via aza-payne mediated reaction of ylides and hydroxy aziridines
申请人:Borhan Babak
公开号:US20090012120A1
公开(公告)日:2009-01-08
An ylide-based aza-Payne rearrangement of 2,3-aziridin-
1
-ols leads to an efficient process for the preparation of pyrrolidines. The aza-Payne rearrangement under the basic reaction conditions favors the formation of epoxy amines. Subsequent nucleophilic attack of the epoxide by the ylide yields a bis-anion, which upon a 5-exo-tet ring closure yields the desired pyrrolidine, thus completing the relay of the 3-membered the 5-membered nitrogen containing ring system. This process takes place with complete transfer of stereochemical fidelity, and can be applied to sterically hindered aziridinols.
Reaction of 1,3-Dienes with Nucleophiles Catalysed by [1,2-Bis(dialkylphosphino)-ethane] palladium Complexes
作者:P. W. Jolly、N. Kokel
DOI:10.1055/s-1990-27010
日期:——
A(η2-butadiene)[1,2-bis(dialkylphosphino)ethane]palladium complex catalyses the reaction of 1,3-dienes with active hydrogen compounds or alcohols to give 1:1 adducts in high yield under moderate conditions.
Rhodium trichloride hydrates gave predominantly the 1,2-addition product, 2-alkoxy-2-methylbut-3-ene, in the addition reaction of alcohols to isoprene. The regioselective path was established by assuming the formation of the π-(2-methylbut-3-en-2-yl)rhodium complex.