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Palladium‐Catalyzed [3,3] Sigmatropic Rearrangement of (Allyloxy)iminodiazaphospholidines: Allylic Transposition of CO and CN Functionality
Author(s) -
Lee Ernest E.,
Batey Robert A.
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.200353284
Subject(s) - allylic rearrangement , transposition (logic) , yield (engineering) , alkyl , hydrolysis , palladium , catalysis , chemistry , sigmatropic reaction , medicinal chemistry , organic chemistry , computer science , physics , thermodynamics , artificial intelligence
A P V N to P V O interconversion is the thermodynamic driving force for the title reaction. Iminodiazaphospholidines 1 give phosphoramides 2 , which are subsequently hydrolyzed under mild acidic conditions to yield primary or tosylamines 3 . R=alkyl, phenyl; Ts= p ‐toluenesulfonyl.