Catalytic asymmetric Diels-Alder reactions

Article Abstract:

The use of chiral catalysts in asymmetric Diels-Alder (DA) reactions is described. DA, a standard method for six-membered ring formation, is suited to the building of stereogenic centers due to its natural cyclic transition state involving suprafacial interaction. But the process becomes practical only with the use ofchiral Lewis acids (LA) to catalyze the DA reaction under mild conditions, allowing very high (90-95%) diastereomeric and enantiomeric excesses. Chiral LAs based on aluminum, titanium, boron and transition metal complexes, as well as non-LA catalysts, are discussed.

Catalysts, Chirality, Coordination compounds, Ring formation (Chemistry), Diels-Alder reaction, Cyclization (Chemistry)

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Asymmetric transition metal-catalyzed allylic alkylations

Article Abstract:

A synthetic methodology for the construction of organic compounds is described. It involves the use of enantioselective transition metal-catalyzed allylic alkylations which may result in carbon-carbon and carbon-heteroatom bond formations. The discussion is limited to reactions which promote nucleophilic displacements on allylic substrates. It includes a description of the pi-allyl stereodynamics of the reactions.

Transition metals, Chemistry, Organic, Organic chemistry, Metal catalysts, Alkylation, Alkylation (Petroleum refining)

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