Abstract:
:Nonbiaryl N-C atropisomer is an important structural scaffold, which is present in natural products, medicines and chiral ligands. However the direct enantioselective C-H amination to access optically pure N-C atropisomer is still difficult and rare. Here we report a π-π interaction and dual H-bond concerted control strategy to develop the chiral phosphoric acids (CPAs) catalyzed direct intermolecular enantioselective C-H amination of N-aryl-2-naphthylamines with azodicarboxylates as amino sources for the construction of atroposelective naphthalene-1,2-diamines. This type of N-C atropisomers is stabilized by intramolecular hydrogen bond and the method features a broad range of substrates, high yields and ee values, providing a strategy to chirality transfer via the modification of N-C atropisomers.
journal_name
Nat Communjournal_title
Nature communicationsauthors
Bai HY,Tan FX,Liu TQ,Zhu GD,Tian JM,Ding TM,Chen ZM,Zhang SYdoi
10.1038/s41467-019-10858-xsubject
Has Abstractpub_date
2019-07-11 00:00:00pages
3063issue
1issn
2041-1723pii
10.1038/s41467-019-10858-xjournal_volume
10pub_type
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