The asymmetric cyclocondensation reaction of 1-methoxy-3-silyloxybuta-1,3-dienes with N-glyoxyloyl-(2R)-bornane-10,2-sultam
✍ Scribed by Janusz Jurczak; Artur Jeżewski
- Book ID
- 108036438
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- English
- Weight
- 241 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0957-4166
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📜 SIMILAR VOLUMES
The asymmetric ene reaction of N-glyoxyloyl-(2R)-bomane-10,2-sultam 2 and its hemiacetal 3 with 1-pentene 4 and 1-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (
## ~ -~~~ Starting from sultam 1, the chiral dienophile (2R)-N-glyoxyloylbornane-lO,2-sultam (4) was readily prepared. Non-catalyzed atmospheric-and high-pressure as well as [Eu(fod),]-promoted [4 + 21 cycloadditions of l-methoxybuta-l,3-diene (5) to chiral dienophile 4, leading with high asymmetr