Enantioselective Synthesis of Polysubstituted Spiro-nitroprolinates Mediated by a (R,R)‑Me-DuPhos·AgF-Catalyzed 1,3-Dipolar Cycloaddition
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The synthesis of constrained spirocycles is achieved effectively by means of 1,3-dipolar cyclodditions employing α-imino γ-lactones as azomethine ylide precursors and nitroalkenes as dipolarophiles. The complex formed by (R,R)-Me-DuPhos 18 and AgF is the most efficient bifunctional catalyst. Final spiro-nitroprolinates cycloadducts are obtained in good to moderate yields and both high diastereo- and enantioselectivities. Density functional theory (DFT) calculations supported the expected absolute configuration as well as other stereochemical parameters.
创建时间：
2016-06-13
