Asymmetric total synthesis of (+)-1-deoxy-6-epi-castanospermine
β Scribed by Xu Yi-Ming; Zhou Wei-Shan
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 654 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0256-7660
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π SIMILAR VOLUMES
A new and efficient enantioselective total synthesis of the title deoxycastanospermine derivative has been developed, based on amino acid and b-ketophosphonate chemistry, as well as employment of internal asymmetric induction for the creation of the new chiral centers proved successful. With proper
## Enantiospecific synthesis of (6S,7R,8R,8aR)-6,7,8trihydroxyindolizidine (l-deoxy-castanospermine) (3) is described from readily available D-glucose, where the key step involves oxidative bromination of a benzylidene acetal to afford 8-azido-3-0-benzoyl-5-bromo-5,6,7,8tetradeoxy-l,2-0-isopropyl