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Palladium‐Catalyzed Stereoselective Intramolecular Oxidative Amidation of Alkenes in the Synthesis of 1,3‐ and 1,4‐Amino Alcohols and 1,3‐Diamines
Author(s) -
Malkov Andrei V.,
Lee Darren S.,
Barłóg Maciej,
Elsegood Mark R. J.,
Kočovský Pavel
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201400123
Subject(s) - stereocenter , intramolecular force , stereoselectivity , chemistry , allylic rearrangement , palladium , catalysis , oxidative phosphorylation , medicinal chemistry , amino acid , combinatorial chemistry , organic chemistry , enantioselective synthesis , biochemistry
An efficient and practical Pd‐catalyzed intramolecular oxidative allylic amidation provides facile access to derivatives of 1,3‐ and 1,4‐amino alcohols and 1,3‐diamines. The method operates under mild reaction conditions (RT) with molecular oxygen (1 atm) as the sole reoxidant of Pd. Excellent diastereoselectivities were attained with substrates bearing a secondary stereogenic center