Stereoselective Synthesis of C3-C12 Dihydropyran Portion of Antitumor Laulimalide Using Copper-Catalyzed Oxonium Ylide Formation-[2, 3] Shift
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概要
- 論文の詳細を見る
Copper-catalyzed oxonium ylide formation-[2, 3] shift of (5S, 7R)-5-allyloxy-1-diazo-8-(p-methoxybenzyloxy)-7-methyl-2-octanone (3) proceeded in tetrahydrofuran-dichloromethane (4:1) under reflux with an excellent stereoselectivity (97:3) to give (2R, 6S)-2-allyl-6-[(2R)-3-(p-methoxybenzyloxy)-2-methylpropyl]-3-dihydropyranone (2) as a major isomer in 82% yield. The resultant pyranone (2) was converted to the key intermediate (1) of the Mulzer's laulimalide synthesis and its derivatives (14, 15).
- 公益社団法人日本薬学会の論文
- 2005-08-01
著者
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UENISHI Junichi
Kyoto Pharmaceutical University
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Yakura Takayuki
Graduate School Of Medicine And Pharmaceutical Sciences Univ. Of Toyama
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Uenishi Jun'ichi
Dep. Of Pharmaceutical Chemistry Kyoto Pharmaceutical Univ.
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YAKURA Takayuki
Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University
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MURAMATSU Wataru
Kyoto Pharmaceutical University
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