Palladium-catalyzed phenylation of allylic acetates by tetraphenylborate anion
โ Scribed by Jean-Yves Legros; Jean-Claude Fiaud
- Book ID
- 104221831
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 235 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Commercial sodium tetraphenylborate is a convenient phenylating reagent in the palladium(O)-catalyzed substitution of allylic acetates. Two phenyl groups of NaBPh4 are available for transfer. Triphenylboron is also a phenylating agent in this reaction.
We report here the use of sodium tetraphenylborate as a convenient carbo-
๐ SIMILAR VOLUMES
We recently reported that mercuric trifluoroacetate was an effective catalyst for equilibrating carbamic esters of allylic alcohols at room temperature (1 8 3, X= NMe2). 394 Yields were uniformly high, and side-reactions (elimination, cyclization, &d sk2eta.l rearrangement) occasionally encountered
## Reaction of allylic acetates with tetrakis (triphenylphosphine) Dnlladiumleadsto oositional and stereochemical isomerism. A mechanism is proposed. Elimination of ally1 acetates to dienes is also observed and constitutes a u efu synthetic procedure. The use of bis(benzenesulfonyl)methane as a '