521946-60-1Relevant academic research and scientific papers
Efficient and practical Ag-catalyzed cycloadditions between arylimines and the Danishefsky diene
Josephsohn, Nathan S.,Snapper, Marc L.,Hoveyda, Amir H.
, p. 4018 - 4019 (2003)
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. Copyright
