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Pd II ‐Mediated Oxidative Amination for Access to a 9‐Azabicyclo[4.2.1]nonane Compound Library and Anatoxin‐a
Author(s) -
Dawood Rafid S.,
Chidipudi Suresh R.,
O'Connor Daniel C.,
Lewis William,
Hamza Daniel,
Pearce Christopher A.,
Jones Geraint,
Wilkie Ross P.,
Georgiou Irene,
Storr Thomas E.,
Moore Jonathan C.,
Stockman Robert A.
Publication year - 2018
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.201801209
Subject(s) - nonane , chemistry , amination , intramolecular force , regioselectivity , natural product , oxidative phosphorylation , chemical space , combinatorial chemistry , reductive amination , stereochemistry , organic chemistry , catalysis , drug discovery , biochemistry
Intramolecular oxidative amination of readily accessible aminocyclooct‐4‐enes provides rapid and regioselective access to the 9‐azabicyclo[4.2.1]nonane framework characteristic of the natural product anatoxin‐a (1). This has enabled the synthesis of sp 3 ‐rich chemical scaffolds suitable for diversification. A library of 881 lead‐like compounds is reported alongside a formal synthesis of anatoxin‐a (1).