Steric Effect of the tert.-Butyl Group
β Scribed by CRAWFORD, MALCOLM; STEWART, F. H. C.
- Book ID
- 109571153
- Publisher
- Nature Publishing Group
- Year
- 1952
- Tongue
- English
- Weight
- 196 KB
- Volume
- 170
- Category
- Article
- ISSN
- 0028-0836
- DOI
- 10.1038/170322a0
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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