- Evaluation of the chiral DIANANE backbone as ligand for organolithium reagents
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Novel endo,endo-2,5-diaminonorbonane-derived tertiary C2- symmetrical diamines were synthesized via the one-pot reductive amination of enantiomerically pure norbornane-2,5-dione. These ligands were applied to various catalytic reactions such as asymmetric deprotonation, asymmetric bromine-lithium exchange, and enantioselective addition of aryl- and allkylithium reagents to aromatic aldimines. Copyright
- Praz, Jezabel,Guenee, Laure,Aziz, Sarwar,Berkessel, Albrecht,Alexakis, Alexandre
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p. 1780 - 1790
(2012/07/28)
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- Enantioselective Synthesis of DIANANE, a Novel C2-Symmetric Chiral Diamine for Asymmetric Catalysis
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DIANANE (endo,endo-2,5-diaminonorbornane) is a novel chiral C 2-symmetric diamine, based on the rigid bicyclo[2.2.1]heptane scaffold. Schiff-base ligands derived from DIANANE have already found use in asymmetric catalysis, e.g., in the highly e
- Berkessel, Albrecht,Schroeder, Michael,Sklorz, Christoph A.,Tabanella, Stefania,Vogl, Nadine,Lex, Johann,Neudoerfl, Joerg M.
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p. 3050 - 3056
(2007/10/03)
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- A highly enantioselective catalyst for the asymmetric Nozaki-Hiyama-Kishi reaction of allylic and vinylic halides
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Catalytic asymmetric addition of vinylic halides and trifiates to aldehydes, with useful levels of stereoinduction, has been achieved for the first time using the salentype ligand (S,S)-5 (see scheme; PMB=para-methoxybenzyl), which contains the novel endo
- Berkessel, Albrecht,Menche, Dirk,Sklorz, Christoph A.,Schroeder, Michael,Paterson, Ian
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p. 1032 - 1035
(2007/10/03)
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