Syntheses and reactions of allylic and homoallylic pyrophosphate tetraesters.
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概要
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Pyrophosphate tetraesters possessing allylic and homoallylic side chains were synthesized. Reaction of alkyl allyl (and 3-methyl-3-butenyl) phosphorochloridates with sodium hydrogencarbonate gave <I>P</I><SUP>1</SUP>,<I>P</I><SUP>2</SUP>-dialkyl <I>P</I><SUP>1</SUP>,<I>P</I><SUP>2</SUP>-diallyl [and <I>P</I><SUP>1</SUP>,<I>P</I><SUP>2</SUP>-bis(3-methyl-3-butenyl)] pyrophosphates. Condensation of alkyl allyl (and 3-methyl-3-butenyl) phosphorochloridates with dialkyl phosphates gave trialkyl allyl (and 3-methyl-3-butenyl) pyrophosphates. Reactions of crotyl (2-butenyl) pyrophosphates with various nucleophiles such as phenolic ethers, aromatic amines, and nitrogen-containing heterocycles in the presence of boron trifluoride etherate gave good to moderate yields of crotylated products. The crotyl pyrophosphates were found to be much more reactive than the corresponding orthophosphate esters.
- 公益社団法人 日本化学会の論文
著者
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Araki Shuki
Department Of Applied Chemistry Nagoya Institute Of Technology
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Butsugan Yasuo
Department Of Applied Chemistry Nagoya Institute Of Technology
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Yamada Katsuhisa
Department Of Neurosurgery Nihon Universtity School Of Medicine
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Tabuchi Hiroki
Department of Applied Chemistry, Nagoya Institute of Technology
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Nagaya Fumitoshi
Department of Applied Chemistry, Nagoya Institute of Technology
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Nagai Kenji
Department of Applied Chemistry, Nagoya Institute of Technology
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Yamada Katsuhisa
Department of Applied Chemistry, Nagoya Institute of Technology
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