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New chiral amino-phosphoramidite and bisphosphoramidite ligands derived from (R,R)-1,2-diaminocyclohexane: application in Cu-catalyzed asymmetric conjugate addition of diethylzinc to 2-cyclohexenone

✍ Scribed by Carmela G. Arena; Vincenzo Casilli; Felice Faraone

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 146 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00447-6

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✦ Synopsis

New bidentate amino-phosphoroamidite and diphosphoroamidite ligands derived from inexpensive (R,R)-1,2diaminocyclohexane have been synthesized and screened in the Cu-catalyzed asymmetric conjugate addition of Et 2 Zn to 2-cyclohexenone. The highest 74% ee value was reached with the N,N%-dimethyl substituted P,N-ligand and Cu(OAc) 2 •H 2 O.

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