A New Synthesis of 2-Sulfanyl Allylic Alcohols and α-Sulfanyl Ketones from Carbonyl Compounds and 1-Chloroalkyl p-Tolyl Sulfoxides with Carbon-Carbon Bond-Formation
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概要
- 論文の詳細を見る
Reaction of lithium α-sulfinyl carbanions of 1-chloroalkyl p-tolyl sulfoxides with ketones or aldehydes at low temperature gave adducts in almost quantitative yields. Treatment of the adducts derived from ketones with trifluoroacetic anhydride (TFAA) in the presence of NaI in acetone gave α-sulfanyl allylic alcohols in good to quantitative yields. On the other hand, treatment of the adducts derived from aldehydes with TFAA and NaI resulted in the formation of α-sulfanyl ketones and/or α-sulfanyl allylic alcohols. These reactions offer a good method for the synthesis of the above-mentioned compounds from ketones and aldehydes with carbon-carbon bond-formation in two steps and in good yields.
- 社団法人日本薬学会の論文
- 2006-12-01
著者
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Satoh Tsuyoshi
Department Of Chemistry Faculty Of Science Tokyo University Of Science
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TAKAHASHI Yoshinori
Department of Chemistry, Faculty of Science, Tokyo University of Science
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SHIRAI Yuuichi
Department of Chemistry, Faculty of Science, Tokyo University of Science
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YAMADA Yukie
Department of Chemistry, Faculty of Science, Tokyo University of Science
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Satoh Tsuyoshi
Department Of Agricultural Chemistry Obihiro University Of Agriculture And Veterinary Medicine
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Yamada Yukie
Department Of Chemistry Faculty Of Science Tokyo University Of Science
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Yamada Yukie
Department Of Chemical Engineering Tokyo Institute Of Technology
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Shirai Yuuichi
Department Of Chemistry Faculty Of Science Tokyo University Of Science
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Takahashi Yoshinori
Department Of Chemistry Faculty Of Science Tokyo University Of Science
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Takahashi Yoshinori
Department Of Applied Physics Faculty Of Engineering Nagoya University
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Takahashi Yoshinori
Department Of Applied Chemistry Faculty Of Science And Technology Keio University
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