Abstract
N-Substituted anilide derivatives bearing a large substitutent such as a tert-Bu group at the ortho-position have atropisomerism due to the high rotation barrier of the N-Ar bond and resist racemization. We have succeeded in the synthesis of such atropisomeric N-Ar amides, imides and lactams with high optically purity and definite absolute configuration, and the development of various asymmetric reactions using them. Furthermore, catalytic asymmetric reaction with such atropisomeric anilide as a chiral ligand is also described.
Original language | English |
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Pages (from-to) | 680-688 |
Number of pages | 9 |
Journal | Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry |
Volume | 59 |
Issue number | 7 |
DOIs | |
Publication status | Published - 2001 |
Externally published | Yes |
Keywords
- Amide
- Anilide
- Asymmetric catalyst
- Asymmetric reaction
- Atropisomerism
- Chiral ligand
- Imide
- Lactam
- Optically active
ASJC Scopus subject areas
- Organic Chemistry