Wittig Olefination Using Phosphonium Tetraphenylborate in the Absence of Additional Base

The thermal decomposition of (substituted methyl)triphenylphosphonium tetraphenylborates, which can also be generated in situ from the corresponding phosphonium halide and NaBPh 4 , with an aldehyde affords olefins in 22-100% yields. This Wittig olefination does not need use additional base to form...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2014-12, Vol.189 (12), p.1802-1810
Main Authors: Huang, Wenhua, Zhao, Shuang-Hong, Dong, Guang-Ping
Format: Article
Language:English
Subjects:
aldehyde
phosphonium halide
phosphonium tetraphenylborate
sodium tetraphenylborate
thermal decomposition
Wittig olefination
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Summary:The thermal decomposition of (substituted methyl)triphenylphosphonium tetraphenylborates, which can also be generated in situ from the corresponding phosphonium halide and NaBPh 4 , with an aldehyde affords olefins in 22-100% yields. This Wittig olefination does not need use additional base to form phosphorus ylide, and is highly tolerant of benzoic acid.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2014.902827