Efficient and Practical Ag-Catalyzed Cycloadditions between Arylimines and the Danishefsky Diene
Authors:
- 14 March 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (14) , 4018-4019
Abstract
An efficient Ag-catalyzed method for asymmetric addition of the Danishefsky diene to various aryl imines to afford cycloadducts in ≥89% ee and ≥85% isolated yield is reported. Reactions are effected with 0.1−1 mol % catalyst (4 °C), and the chiral ligand is readily prepared from commercially available materials, including the inexpensive i-Leu. These catalytic asymmetric cycloadditions can be carried out without the use of solvent or with undistilled THF in air. A first generation supported chiral catalyst that effectively promotes the cycloaddition reaction and can be recycled (five cycles) is described.Keywords
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