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- Title
Catalytic Enantioselective Aza-pinacol Rearrangement.
- Authors
Yu, Yuanyuan; Li, Jingwen; Jiang, Long; Zhang, Jing ‐ Ren; Zu, Liansuo
- Abstract
The first catalytic enantioselective asymmetric aza-pinacol rearrangement is reported. The reactions are catalyzed by a chiral phosphoric acid and proceed via a highly organized transition state involving a cyclic aza- ortho-xylylene intermediate to afford the indoline structures with good to excellent enantioselectivity. The synthetic utility of this method is demonstrated by the asymmetric synthesis of a key intermediate to the natural product minfiensine and the identification of a chiral lead compound to repress antibiotic resistance.
- Subjects
REARRANGEMENTS (Chemistry); PINACOLS; ENANTIOSELECTIVE catalysis; AZA compounds; MOLECULAR structure
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 31, p9345
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201705539