Synthesis of functionalised cyclohexadienes through addition of lithiated phosphine borane complexes to benzonitriles
✍ Scribed by Carmen M. Andújar Sánchez; Ma̱ José Iglesias; Fernando López Ortiz
- Book ID
- 104252527
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 143 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Functionalised 1,3-and 1,4-cyclohexadienes have been prepared through dearomatisation of benzonitriles by sequential conjugate addition of a-lithium alkyl(diphenyl)phosphine borane in the presence of HMPA and capture of the intermediate anion with protonating and alkylating reagents.
📜 SIMILAR VOLUMES
The addition of lithiated bis(diethylamino)phosphine borane complex to enantiopure p-toluenesulfinimines is highly diastereoselective, affording the corresponding addition products with high efficiency (yields from 72 to 100%). The addition products were readily converted into a-amino-a-arylmethylph