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A Stereospecific Palladium‐Catalyzed Route to Monoalkyl Diazenes for Mild Allylic Reduction
Author(s) -
Movassaghi Mohammad,
Ahmad Omar K.
Publication year - 2008
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.200802921
Subject(s) - stereospecificity , allylic rearrangement , electrophile , catalysis , chemistry , palladium , reduction (mathematics) , combinatorial chemistry , organic chemistry , mathematics , geometry
One step beyond : The first single‐step stereospecific transition‐metal‐catalyzed conversion of allylic electrophiles into monoalkyl diazenes is described. This synthesis of allylic monoalkyl diazenes offers a new strategy for asymmetric synthesis by the reduction of optically active substrates or the use of chiral catalyst systems. Sensitive substrates are reduced in a highly selective manner. Ar=2‐NO 2 C 6 H 4 .