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Rh‐Catalyzed Amination of Ethereal C α H Bonds: A Versatile Strategy for the Synthesis of Complex Amines
Author(s) -
Williams Fiori Kristin,
Fleming James J.,
Du Bois Justin
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200460791
Subject(s) - amination , iminium , intramolecular force , catalysis , chemistry , nucleophile , rhodium , combinatorial chemistry , lewis acids and bases , organic chemistry
Intramolecular CH insertion with sulfamates catalyzed by rhodium complexes offers an effective method for the preparation of N,O‐acetals, which function as iminium ion precursors and undergo smooth diastereoselective coupling with nucleophiles under Lewis acidic conditions (see scheme). These findings advance the versatility of catalytic CH amination for the assembly of structurally complex nitrogen‐containing products. Tf=trifluoromethanesulfonyl.