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- Title
Chelation‐driven Regioselective 1,2‐Dearomatizations of N‐Aromatic Zwitterions.
- Authors
Ko, Donguk; Kim, Jiyoung; Lee, Jiyoun; Yoo, Eun Jeong
- Abstract
In this study, several dearomative reactions of N‐aromatic zwitterions were carried out to determine the factors controlling site selectivity. A series of organometallic species were applied as nucleophiles for dearomative additions, which revealed that chelation between metal and nitrogen anion dominantly affected the site selectivity of the dearomative reaction in N‐aromatic zwitterions. A cascade process, involving dearomative addition followed by intermolecular cyclization, to synthesize fused cyclic molecules was also demonstrated using ylides, which were selected as capable chelation substrates.
- Subjects
ZWITTERIONS; CHELATION; YLIDES; NUCLEOPHILES; RING formation (Chemistry)
- Publication
Bulletin of the Korean Chemical Society, 2021, Vol 42, Issue 4, p671
- ISSN
0253-2964
- Publication type
Article
- DOI
10.1002/bkcs.12244