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Chiral dinuclear phthalazine bridged bisoxazoline ligands: synthesis and application in enantioselective Cu-catalyzed conjugate addition of ZnEt2 to enones

โœ Scribed by Liang Zhang; Guoqiang Yang; Chaoren Shen; Sabah Arghib; Wanbin Zhang


Book ID
104099006
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
593 KB
Volume
52
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A new class of chiral dinuclear ligands with phthalazine bridged bisoxazoline scaffold was designed and prepared in convenient synthetic routes. 1 H NMR analysis showed that this class of ligands could coordinate with two metal ions, either same or different. These ligands afforded good to excellent yields and enantioselectivities in Cu-catalyzed conjugate addition of ZnEt 2 to enones.


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A series of new bulky monophosphite ligands were synthesized from axially chiral BINOL and highly sterically hindered adamantanecarbonyl chloride. These ligands were applied to the Cu-catalyzed asymmetric 1,4-conjugate addition of diethylzinc to cyclic enones and were found to have moderate enantios