Synthesis of a C–N Axially Chiral  N ‐Arylisatin through Asymmetric Intramolecular  N ‐Arylation | Zendy

Nakazaki Atsuo | Zendy; Miyagawa Keitaro | Zendy; Miyata Noriaki | Zendy; Nishikawa Toshio | Zendy

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Synthesis of a C–N Axially Chiral N ‐Arylisatin through Asymmetric Intramolecular N ‐Arylation

Author(s) -

Nakazaki Atsuo,

Miyagawa Keitaro,

Miyata Noriaki,

Nishikawa Toshio

Publication year - 2015

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.201500593

Subject(s) - stereocenter , intramolecular force , chemistry , stereochemistry , axial symmetry , isatin , enantioselective synthesis , axial chirality , combinatorial chemistry , catalysis , organic chemistry , structural engineering , engineering

We describe the first synthesis of an enantiomerically pure C–N axially chiral N ‐arylisatin from the corresponding N ‐aryloxindole, which was synthesized by an asymmetric intramolecular Buchwald–Hartwig N ‐arylation. This novel isatin would be a potentially versatile synthetic intermediate for a variety of 3,3‐disubstituted oxindoles bearing a C3 stereogenic center.

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