52 β-ポリケトンの合成を指向したエナミンとピロンの反応およびその展開によるイソクマリン類の生合成的合成

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概要

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• The reaction of enamines with pyrones and the subsequent transformation of the resulting condensation products directed toward the synthesis of β-polyketones and β-polyketone derived natural products were investigated as follows. I. The reaction of 1 with 2 gave a condensation product 3, which was transformed to the phenols 5 and 8. II. The reaction of 9 with 2 yielded three condensation products 10, 11 and 12, respectively. III. The reaction of 1 with benzaldehyde afforded 14 and 15, and 14 was transformed to the triketones 17 and 18. The alkaline treatment of 18 gave the intermolecular condensation products 19 and 20, and 17 yielded an intramolecular condensation product 21, which was derived to 25. The biogenetic-type synthesis of polyketides by the application of the above experiments were investigated. IV. The biogenetic-type synthesis of an isocoumarin 35 was achieved starting from cinnamaldehyde. V. The biogenetic-type synthesis of the natural isocoumarins, phyllodulcin 36a and hydrangenol 36b were investigated.

• 天然有機化合物討論会の論文
• 1975-10-01

著者

• 村瀬 雅之

  昭和薬科大学

• 竹内 直樹

  Showa College Of Pharmaceutical Sciences

• Takeuchi N

  Showa College Of Pharmaceutical Sciences

• 越智 主計

  Showa College of Pharmaceutical Sciences

• 竹内 直樹

  昭和薬大

• 村瀬 雅之

  昭和薬大

• 越智 主計

  昭和薬大

• 飛永 精照

  昭和薬大

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