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Indexed by:Journal Papers
Date of Publication:2015-11-06
Journal:ORGANIC LETTERS
Included Journals:SCIE、PubMed、Scopus
Volume:17
Issue:21
Page Number:5168-5171
ISSN No.:1523-7060
Abstract:A highly efficient and practical one-pot sequential process, consisting of an organocatalytic enantioselective Friedel-Crafts-type addition of 4-nonsubstituted pyrazolones to isatin-derived N-Boc ketimines and a subsequent diastereoselective fluorination of the pyrazolone moiety, is developed. This reaction sequence delivers novel oxindole pyrazolone adducts featuring vicinal tetrasubstituted stereocenters with a 0.5 mol % catalyst loading in high yield with excellent enantio- and diastereocontrol. Notably, chloro, bromo, and thioether functionalities can be readily incorporated, rendering a broad diversity of the product.
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