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Enantioselective copper-catalyzed conjugate addition of diethylzinc to enones using new chiral P,N ligands composed of (S)-2-alkyl-2-aminoethylphosphines and α-substituted pyridines

✍ Scribed by Toshiaki Morimoto; Yoichi Yamaguchi; Masato Suzuki; Akihito Saitoh

Book ID: 104211334
Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 100 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01789-5

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✦ Synopsis

New P,N ligands prepared from (S)-2-alkyl-2-aminoethylphosphines and a-substituted pyridines are efficient chiral ligands for the copper-catalyzed conjugate addition of diethylzinc to 2-cyclohexen-1-one and chalcone. The best result (90-91% ee) for the cyclohexenone was obtained with Cu(OTf) 2 (0.7-1 mol%) and a P,N ligand 4 derived from (S)-1-(diphenylphosphino)-3-methyl-2-butanamine and 6methylpyridine-2-carboxaldehyde.

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