Polymer-Supported BisBINOL Ligands for the Immobilization of Multicomponent Asymmetric Catalysts

Polymer-supported bisBINOL ligands were successfully utilized for the immobilization of multicomponent asymmetric catalysts. The polymer-supported Al-Li-bis(binaphthoxide) (ALB) catalyst was more effective than the dendrimer-supported ALB in the Michael reaction of 2-cyclohexen-1-one with dibenzyl m...

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Bibliographic Details
Published in:Organic letters 2003-07, Vol.5 (15), p.2647-2650
Main Authors: Sekiguti, Tetuya, Iizuka, Yoshimasa, Takizawa, Shinobu, Jayaprakash, Doss, Arai, Takayoshi, Sasai, Hiroaki
Format: Article
Language:English
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Summary:Polymer-supported bisBINOL ligands were successfully utilized for the immobilization of multicomponent asymmetric catalysts. The polymer-supported Al-Li-bis(binaphthoxide) (ALB) catalyst was more effective than the dendrimer-supported ALB in the Michael reaction of 2-cyclohexen-1-one with dibenzyl malonate affording the adduct in 91% yield with 96% ee. The polymer was also effective for the immobilization of a μ-oxodititanium complex that promoted carbonyl-ene reaction of ethyl glyoxalate with α-methyl styrene to provide the adduct with up to 98% ee.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol034797l