Synthesis of (+)-Methyl Phaseate and Its Isomer from (-)-β-Pinene(Organic Chemistry)
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概要
- 論文の詳細を見る
The total synthesis of (+)-methyl phaseate (2b) and its epimer (25) is described. The known β-ketoester (8), which was prepared from (-)-β-pinene (4), was converted to a key intermediate (5) via a 1,4-dioxoester (7). The reaction of 5 with a lithium reagent of the acetylene TBDMS ether (6) in THF-HMPA at -70℃ afforded the desired acetylene alcohol (17) and its epimer (18) in high yields. 17 was transformed into (+)-methyl phaseate (2b). From this synthetic work, the absolute configuration of natural (-)-phaseic acid (2a) was confirmed.
- 社団法人日本農芸化学会の論文
- 1989-10-23
著者
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YAMASHITA Kyohei
Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
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ORITANI Takayuki
Department of Applied Biological Chemistry, Faculty of Agriculture
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Takahashi Shozo
Pesticide Research Institute Kyoto University
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Takahashi Shunya
Riken(the Institute Of Physical And Chemical Research)
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Yamashita K
Tohoku Univ. Sendai Jpn
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Takahashi S
Nihon Univ. Chiba Jpn
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TAKAHASHI Shunya
Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
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Yamashita Kyohei
Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University
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Oritani Takayuki
Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University
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Takahashi S
Riken(the Institute Of Physical And Chemical Research)
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