Tandem Michael reaction. Synthesis of bridged diketones
โ Scribed by Kasturi, T. R.; Pragnacharyulu, P. V. P.; Reddy, P. Amrutha
- Book ID
- 127377750
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 440 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0022-3263
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Dipartimento di tienze F armaceutiche -Via Fossato di Mortara 19, I-44100 Ferrara Abstmett An enantioselective approach to the synthesis of non nahual (-)-meroquinene 1 based on sequential into-and intramolecular Michael reaction between (L)-menthyl N-bcnzyl-S-amino-2E-pcntecloate 3 and 1-acetyloxy-
Bicyclic diketones have been produced by Lewis acid-promoted geminal acylations involving cyclic acyloins tethered to an acetal. This intramolecular process must proceed via a mode of reaction which, due to steric hindrance, is not seen in the intermolecular version of the geminal acylation.