Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction of Cyclic Silyl Phosphites with Haloacetones
IWAO MORITASHOICHI CHOKAIMASAMI TSUDAMASAHIRO KISEMAKOTO SUGIYAMA
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1988 Volume 36 Issue 3 Pages 1135-1138

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Abstract
The reaction of cyclic silyl phosphites (2) with haloacetones (3) was in vestigated. When oxirane compounds were used as scavengers of trimethylsily halides, cyclic acetonylphosphonates (4) were obtained directly. Treatment of 2-trimethylsilyloxy-1, 3, 2-dioxaphosphorinane (2a) with bromoacetone (3b) or iodoacetone (3c) in propylene oxide gave 4a in 24% and 41% yields, respectively. With cyclohexane oxide, the reaction of 2a with 3c in MeCN at reflux gave 4a in 50% yield. Treatment of 5, 5-dimethyl-2-trimethylsilyloxy-1, 3, 2-dioxaphosphorinane (2b) with 3c in the same manner gave 4b in 43% yield.
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© The Pharmaceutical Society of Japan
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