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Polymer-supported chiral diol as ligand of Ti(IV) for enantioselective Diels-Alder reaction (1997)

Irurre, José ; Fernández-Serrat, Anna ; Rosanas, Francesc

New York, NY [u.a.] : Wiley-Blackwell

Chirality 9 (1997), S. 191-197

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ISSN: 0899-0042

Keywords: TADDOL ; titanium complexes ; chiral Lewis acid ; polymer-supported ; polystyrene-divinylbenzene ; enantioselective ; Diels-Alder ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The synthesis of the first polymer-supported TADDOL is reported. Its efficiency as chiral ligand of Ti(IV) was studied in the Diels-Alder cycloaddition of cyclopentadiene to 3-crotonoyl-1,3-oxazolidin-2-one, and was superior to that observed for its homogeneous equivalent. (4R,5R)-α,α,α′,α′-2-pentaphenyl-4,5-dimethanol-1,3-dioxolane. Recycling of the heterogeneous Ti(IV)-TADDOLate was also studied, being the most suitable method for the repreparation of the catalyst from the ligand after use. Chirality 9:191-197, 1997. © 1997 Wiley-Liss, Inc.

Additional Material: 4 Ill.

Type of Medium: Electronic Resource

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