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Chemistry ; 16(5): 1585-91, 2010 Feb 01.
Article in English | MEDLINE | ID: mdl-20039352

ABSTRACT

The first examples of one-pot highly chemo- and enantioselective dynamic kinetic asymmetric transformations (DYKATs) involving alpha,beta-unsaturated aldehydes and propargylated carbon acids are presented. These DYKATs, which proceed by a combination of catalytic iminium activation, enamine activation, and Pd(0)-catalyzed enyne cycloisomerization, give access to functionalized cyclopentenes with up to 99 % ee and can be used for the generation of all-carbon quaternary stereocenters.


Subject(s)
Amines/chemistry , Cyclopentanes/chemical synthesis , Palladium/chemistry , Transition Elements/chemical synthesis , Catalysis , Cyclization , Cyclopentanes/chemistry , Kinetics , Molecular Dynamics Simulation , Molecular Structure , Stereoisomerism , Transition Elements/chemistry
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