Diastereomeric phosphite–pyridine ligands for enantioselective 1,4-conjugate additions

Luo, Xiancai; Hu, Yuanchun; Hu, Xinquan

doi:10.1016/j.tetasy.2005.02.002

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Various Ligands (Ligands With Mixed Functionalities)1

Miscellaneous Ligands1

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Cited by 22 publications

(2 citation statements)

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“…The conjugated addition of Et 2 Zn to chalcone or cyclohexenone, catalyzed by [Cu(MeCN) 4 ]BF 4 in toluene, yielded the corresponding products in 97% and 56% ee, respectively [118]. A high asymmetric induction was observed with a related ligand L40b, which was a mixture of two diastereoisomers, bearing racemic biphenyl and chiral binaphthyl frameworks [119]. The conjugated addition of Et 2 Zn to chalcone under the same conditions proceeded with up to 94% ee.…”

Section: Various Ligands (Ligands With Mixed Functionalities)mentioning

confidence: 94%

Cu‐ and Ni‐Catalyzed Conjugated Additions of Organozincs and Organoaluminums to α,β‐Unsaturated Carbonyl Compounds

Kotora

Betík

2010

Catalytic Asymmetric Conjugate Reactions

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Section: Various Ligands (Ligands With Mixed Functionalities)mentioning

confidence: 94%

Cu‐ and Ni‐Catalyzed Conjugated Additions of Organozincs and Organoaluminums to α,β‐Unsaturated Carbonyl Compounds

Kotora

Betík

2010

Catalytic Asymmetric Conjugate Reactions

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“…30). 94 Thioether-phosphinites L143-L145, and diphosphinite ligands L146, L147 based on a D-xylose scaffold were used in the conjugate addition of diethylzinc or triethylaluminium to 2-cyclohexen-1-one. After optimization, only moderate enantioselectivities were observed in both cases (up to 64% and 48% ee, respectively) ( Fig.…”

Section: Miscellaneous Ligandsmentioning

confidence: 99%

Recent advances in enantioselective copper-catalyzed 1,4-addition

et al. 2009

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A comprehensive overview of recent literature from 2003 concerning advances in enantioselective copper catalysed 1,4-addition of organometallic reagents to alpha,beta-unsaturated compounds is given in this critical review. About 200 ligands and catalysts are presented, with a focus on stereoselectivities, catalyst loading, ligand structure and substrate scope. A major part is devoted to trapping and tandem reactions and a variety of recent synthetic applications are used to illustrate the practicality and current state of the art of 1,4-addition of organometallic reagents. Finally several mechanistic studies are discussed (162 references).

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