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A Practical and Mild Method for the Highly Selective Conversion of Terminal Alkenes into Aldehydes through Epoxidation–Isomerization with Ruthenium( IV )–Porphyrin Catalysts
Author(s) -
Chen Jian,
Che ChiMing
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.200460545
Subject(s) - ruthenium , isomerization , ethyl diazoacetate , porphyrin , catalysis , chemistry , alkene , organic chemistry , photochemistry , combinatorial chemistry , cyclopropanation
Aldehydes in excellent yields were obtained from the ruthenium–porphyrin‐catalyzed oxidation of various terminal alkenes with 2,6‐dichloropyridine N ‐oxide under mild conditions. The aldehydes generated from these ruthenium‐catalyzed alkene oxidations can be used in situ for olefination reactions with ethyl diazoacetate in the presence of PPh 3 in a one‐pot diazoacetate olefination starting from alkenes (see example).

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