Dephosphonylation of β-Keto Phosphonates with LiAlH 4
✍ Scribed by Hong, Jong Eoun; Shin, Won Suk; Jang, Won Bum; Oh, Dong Young
- Book ID
- 125504149
- Publisher
- American Chemical Society
- Year
- 1996
- Tongue
- English
- Weight
- 150 KB
- Volume
- 61
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
Alkylation of [5-keto phosphonates is performed by teatment of 15-keto phosphonates with n-BuLi, followed by addition of alkyl halides. The acquired c~fully substituted 13-keto phosphonates are dephosphonylated by treatment of the lithium enolates with LiAIH4, followed by quenching with aqueous H2SO
A new synthetic route to &keto phosphonates from diethyl l-(trimethylsilyl)vinylphosphonate 1 is described. This involves nucleophilic addition of the oryanolithium reagents toward 1 followed by quenchiny with acid chlorides and alkyl isocyanates.