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 t-butyl group as sensor group of the ortho effect
โ Scribed by Stefan Berger
- Publisher
- Elsevier Science
- Year
- 1976
- Tongue
- French
- Weight
- 367 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4020
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๐ SIMILAR VOLUMES
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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 โข C affords the orthosubstituted
In order to establish the limits of applicability of our model of asymmetric inductionl, we began studies designed to probe initially the soundness of the assumptions upon which the model is based. Raving cmnted\* previously on .the question of bond breaking and making at the transition state, we fo