Abstract
Nitrogen aromatics always remain updated synthetic targets as functional or bioconjugate molecules from the aspects of unique reactivity of their nitrogen atom incorporated. We have been studying structurally unique nitrogen aromatics prepared by the reaction of (vinylimino)phosphoranes and demonstrated their synthetic application to coenzyme analogs reacting in highly enantioselective and regioselective manner in some biomimetic systems and stereoselective transformation of their planar-chiral molecules. In this article, we review our research works including the latest results regarding design, syntheses and biomimetic asymmetric reactions of bridged NADH analogs and their stereocontrol of planar chirality via crystallization-induced asymmetric rope-skipping transformation, namely stereocontrol of molecular jump-rope.
Original language | English |
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Pages (from-to) | 352-359 |
Number of pages | 8 |
Journal | Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry |
Volume | 61 |
Issue number | 4 |
DOIs | |
Publication status | Published - 2003 Apr |
Externally published | Yes |
Keywords
- Biomimetic system
- Coenzyme analogs
- Crystallization-induced asymmetric transformation
- Cyclophane
- Enantioselective reduction
- Glycolysis-type redox
- Nitrogen aromatic
- Planar chirality
- Stereocontrol
ASJC Scopus subject areas
- Organic Chemistry