Diastereoselective synthesis of α-(aminomethyl)-γ-butyrolactones via a catalyst-free aminolactonization.
نویسندگان
چکیده
An auto-catalytic domino reaction, presumably involving an aza-Michael reaction, proton transfer, and lactonization, furnishing α-(aminomethyl)-γ-butyrolactones in near quantitative yields and excellent diastereoselectivity is described.
منابع مشابه
Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin.
A convenient synthetic approach to α,β-unsaturated γ-butyrolactones and α,β-unsaturated γ-butyrolactams is developed. The reaction proceeds via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams, employing 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation, followed by dehydroiodination of β-iodo-γ-butyrolactones and γ-butyrolactams providing good yields of α,β-u...
متن کاملCorrection to “Enantioconvergent Synthesis of Functionalized γ-Butyrolactones via (3 + 2)-Annulation”
Supporting Information. Some of the catalyst identifiers (A−G) used in the Supporting Information did not match those shown in the Communication. We have updated the Supporting Information to eliminate this discrepancy. Prof. D. E. Ward (University of Saskatchewan) alerted us to several relevant publications involving enantioconvergent proline-catalyzed aldol reactions of chiral racemic electro...
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TiCl2/nano-γ-Al2O3 as a new heterogeneous Lewis acid catalyst was synthesized and characterized by FE-SEM, XRD, FT-IR, EDS, XRF, BET and TGA. N-substituted pyrroles have been synthesized via Paal–Knorr reaction in the presence of TiCl2/nano-γ-Al2O3 at room temperature under solvent-free conditions.
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ورودعنوان ژورنال:
- Chemical communications
دوره 50 96 شماره
صفحات -
تاریخ انتشار 2014