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Catalytic Enantioselective Friedel−Crafts Reactions of Aromatic Compounds with Glyoxylate: A Simple Procedure for the Synthesis of Optically Active Aromatic Mandelic Acid Esters

✍ Scribed by Jørgensen, Karl Anker; Gathergood, Nicholas; Zhuang, Wei

Book ID
115492513
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
184 KB
Volume
122
Category
Article
ISSN
0002-7863

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Catalytic Enantioselective Addition of N
Catalytic Enantioselective Addition of Nitro Compounds to Imines—A Simple Approach for the Synthesis of Optically Active β-Nitro-α-Amino Esters
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The catalytic and asymmetric nitro-Mannich reaction of nitro compounds to α-imino esters catalyzed by chiral bisoxazoline-copper complexes [Eq. (1); Pg = protecting group] gave β-nitro-α-amino esters with excellent diastereo- and enantioselectivities. The reactions can be performed under ambient con

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The development of CÀC bond-forming reactions that create two new stereogenic centers with high diastereo-and enantioselectivity in a single step can open new routes to highly valuable optically active compounds. The catalytic enantioselective addition to imines [1] belongs to this class of importan