High Diastereoselectivity in the Synthesis of Chiral [o-(1-Dimethylaminoethyl)phenyl]phenyl-tert-butylcarbinol
β Scribed by Dem'yanovich, V. M.; Shishkina, I. N.; Potekhin, K. A.; Sosnina, A. V.; Zefirov, N. S.
- Book ID
- 110400415
- Publisher
- Springer
- Year
- 2002
- Tongue
- English
- Weight
- 44 KB
- Volume
- 386
- Category
- Article
- ISSN
- 0012-5008
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π SIMILAR VOLUMES
were obtained in optically pure form by chiral Staudinger reaction. The cis-al~-ratio could be influenced by the protective groups of the diol moiety. Removal of the chiral auxiliarity could be accomplished by direct oxidation, or by previous double bond formation, thus the 2-amino-l-phenyl-propan-l
Dioxetanes with annelated six-membered ring, 1-(3-tert-butyldimethylsiloxy)phenyl-5,5-dimethyl-2,7,8-trioxabicyclo[4.2.0]octanes (2a-2c) were synthesized by singlet oxygenation of the corresponding aryl-substituted dihydropyrans (3). Thermolysis of 2a-2c gave the corresponding ketoesters (5a-5c) as