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Diastereoselective Synthesis of 2,6‐Disubstituted‐1,2,3,6‐Tetrahydropyridines through a Palladium‐Catalyzed Intramolecular Allylic Amination
Author(s) -
Visseq Alexia,
Boibessot Thibaut,
Nauton Lionel,
Théry Vincent,
Anizon Fabrice,
AbrunhosaThomas Isabelle
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901520
Subject(s) - amination , intramolecular force , allylic rearrangement , palladium , catalysis , chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry
An efficient synthesis of 2,6‐disubstituted‐1,2,3,6‐tetrahydropyridines is reported, featuring a highly diastereoselective palladium‐catalyzed intramolecular allylic amination from non‐activated alcohols. This method allowed a straightforward access to 2,6‐ trans ‐1,2,3,6‐tetrahydropyridines with de up to 100 % under mild conditions, in moderate to good yields.