Diels-Alder reaction catalysts

Agbossou E., Carpentier J. E. Hapiot E., Suisse I., Mortreux A. The Aminophos-phine-Phosphinites and Related Ligands Synthesis, Coordination Chemistry and Enantioselective Catalysis Coord. Chem. Rev. 1998 I78-I80 1615-1645 Keywords stereoselective Diels-Alder reaction catalysts, aminophosphine-phosphinites, enantioselective catalysts... 

Keywords Diels-Alder reaction catalysts, organozirconocenes... 

Keywords stereoselective DIels-Alder reaction catalysts, DIels-Alder chiral metallocene catalyst review... 

Corey and Ishihara29 report the synthesis of a new bis(oxazoline). This catalyst effects Diels-Alder reaction via a tetracoordinated metal complex. Ligand (.S )-8I is synthesized from (iS )-phenylglycine, as depicted in Scheme 5-25. Treatment of 81 with Mgl2 L gives a dark solution of complex 82, which can be utilized as a Diels-Alder reaction catalyst. Thus, reaction of cyclopentadiene with 71 in the presence of 82 yields product 72a with an enantiomeric ratio of over 20 1 (Scheme 5-26). 

Use Polymerization inhibitor of olefins up to 200C, Diels-Alder reaction, catalyst, paint drier, oxygen stripping agent. 

Cycloaddition reactions. Asymmetric induction in cycloaddition of enals is based on the formation of conjugated iminium salts with bulky prolinol derivatives. Reaction partners include enamides and cyclopentadiene. The Diels-Alder reaction (catalyst 3B) is exo-... 

Hayashi and co-workers have reported an unusual and interesting case of stereoselectivity in organocatalyzed Diels-Alder reaction. Catalyst 44-CF3CO2H was... 

Chiral palladium and platinum complexes catalyze enan-tioselective Diels-Alder reactions. Catalyst 123, for example, showed good catalytic activity as well as good enantioselectivity (Scheme 13.33) [65]. Reaction of furan with oxazolidinone-derived 124 mediated by 10 mol% 123 at —30°C in CH2CI2 provided a 3 1 mixture of exo-125 endo-126 in 76% yield. Based upon HPLC analysis, endo-126 was formed with 90% ee while exo-125 was formed with 88% ee. At higher temperatures, the exolendo selectivity was better (82 18, respectively), but the adducts were nearly racemic, and at lower temperatures, the exolendo selectivity (57 43)... 

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