945684-89-9Relevant academic research and scientific papers
Quaternary carbon stereogenic centers through copper-catalyzed enantioselective allylic substitutions with readily accessible aryl- or heteroaryllithium reagents and aluminum chlorides
Gao, Fang,Lee, Yunmi,Mandai, Kyoko,Hoveyda, Amir H.
supporting information; experimental part, p. 8370 - 8374 (2010/12/25)
The case of the notorious aryls is solved: The first efficient catalytic and enantioselective method for allylic substitutions that furnish quaternary carbon stereogenic centers by additions of aryl- or heteroarylmetals is reported (see scheme). Highly site- and enantioselective processes begin with readily available organolithium reagents.
Enantioselective synthesis of allylsilanes bearing tertiary and quaternary si-substituted carbons through Cu-catalyzed allylic alkylations with alkylzinc and arylzinc reagents
Kacprzynski, Monica A.,May, Tricia L.,Kazane, Stephanie A.,Hoveyda, Amir H.
, p. 4554 - 4558 (2008/09/17)
All sorts of allylsilanes including, for the first time, those that contain a Si-bonded quaternary carbon, were synthesized through efficient and highly enantioselective Cu-catalyzed asymmetric allylic alkylations. Reactions may involve dialkyl- as well as diarylzinc reagents and are promoted by various chiral N-heterocyclic carbene complexes.
