Base and copper(I) catalyzed Mannich, alkyne hydroamination cascades for the direct synthesis of 2-methylenepyrrolidines.
نویسندگان
چکیده
An efficient, simple-to-perform, one-pot reaction cascade to 2-methylenepyrrolidines from p-toluenesulfonyl protected imines and propargylated malonates under a combination of base and copper(I) catalysis is reported.
منابع مشابه
One-Pot Asymmetric Nitro-Mannich/Hydroamination Cascades for the Synthesis of Pyrrolidine Derivatives: Combining Organocatalysis and Gold Catalysis
The highly enantioselective preparation of trisubstituted pyrrolidine derivatives employing a one-pot nitro-Mannich/hydroamination cascade is reported. This cascade approach utilizes an asymmetric bifunctional organocatalytic nitro-Mannich reaction followed by a gold-catalyzed allene hydroamination reaction. The products are afforded in good yields and excellent diastereo- and enantioselectivit...
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The direct three component modified Mannich reaction via condensation of aldehydes, 2-naphthol or 2,7-naphthalendiol and piperidine to generate Betti bases has been carried out over L-proline (20 mol%) with high efficiency under solvent free conditions at 70 OC. Also, the reaction of aromatic aldehyde and 4-hydroxycoumarin in the presence of L-proline (20 mol%) in the ethanol under reflux condi...
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متن کاملDiastereoselective synthesis of pyrrolidine derivatives via a one-pot nitro-Mannich/hydroamination cascade using base and gold catalysis.
An efficient one-pot nitro-Mannich/hydroamination cascade reaction for the synthesis of substituted pyrrolidines bearing three stereocentres is reported. Proceeding under the control of a combination of base and gold(I) catalysts, the cascade reaction affords the pyrrolidine products in high yields with good to excellent diastereoselectivities.
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ورودعنوان ژورنال:
- Chemical communications
دوره 26 شماره
صفحات -
تاریخ انتشار 2009