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Synfacts 2014; 10(11): 1219
DOI: 10.1055/s-0034-1379382
DOI: 10.1055/s-0034-1379382
Polymer-Supported Synthesis
An Organo Porous Polymer Catalyst for Asymmetric Alkylation with Et2Zn
An W.-K, Han M.-Y, Wang C.-A, Yu S.-M, Zhang Y, Bai S, Wang W * Lanzhou University and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, P. R. of China
Insights into the Asymmetric Heterogeneous Catalysis in Porous Organic Polymers: Constructing a TADDOL-Embedded Chiral Catalyst for Studying the Structure–Activity Relationship.
Chem. Eur. J. 2014;
20: 11019-11028
Insights into the Asymmetric Heterogeneous Catalysis in Porous Organic Polymers: Constructing a TADDOL-Embedded Chiral Catalyst for Studying the Structure–Activity Relationship.
Chem. Eur. J. 2014;
20: 11019-11028
Further Information
Publication History
Publication Date:
20 October 2014 (online)
Significance
A chiral α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5-dimethanol-based chiral porous polymer (TADDOL-CPP) was prepared and applied to the asymmetric alkylation of aromatic aldehydes with Et2Zn in the presence of [Ti(Oi-Pr)4] to give the corresponding products 1a–i in up to 96% yield with up to 94% ee.
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Comment
The TADDOL-CPP as well as the TADDOL-CPP/Ti catalysts were characterized by 13C CP/MAS NMR spectroscopy, TGA, BET, XRD, TEM and ICP analyses. TADDOL-CPP was recovered by centrifugation and reused ten times to give 1a with slight loss of the catalytic activity (91% ee to 75% ee).
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