The Carboxylic Acid Group as an Effective Director of Ortho-Lithiation
β Scribed by Mortier, Jacques; Moyroud, Joel; Bennetau, Bernard; Cain, Paul A.
- Book ID
- 118070299
- Publisher
- American Chemical Society
- Year
- 1994
- Tongue
- English
- Weight
- 322 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0022-3263
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
The readily available S-(tert-butyl)-N-(trimethylsilyl)-S-phenylsulfoximine was prepared from S-methyl-N-(trimethylsilyl)-S-phenylsulfoximine via lithiation-methylation sequences. The reaction with n-butyllithium in THF at -780C afforded the corresponding ortho-lithiated species which could be trapp
The tert-Butyl Sulfoximine Group as an Effective ortho-Director of Lithiation: ortho-Metalated S-(tert-Butyl)-S-phenylsulfoximines. -Lithiation of the S-tert-butyl-S-phenylsulfoximines (I) occurs selectively at the ortho-position. Trapping with electrophiles at -78 β’ C affords the orthosubstituted