Palladium‐Catalyzed [3,3] Sigmatropic Rearrangement of (Allyloxy)iminodiazaphospholidines: Allylic Transposition of CO and CN Functionality | Zendy

Lee Ernest E. | Zendy; Batey Robert A. | Zendy

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Palladium‐Catalyzed [3,3] Sigmatropic Rearrangement of (Allyloxy)iminodiazaphospholidines: Allylic Transposition of CO and CN 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.

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