有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
脱芳香化された多環性芳香族ポリケチド天然物の合成戦略
瀧川 紘鈴木 啓介
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2019 年 77 巻 1 号 p. 13-25

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Described herein are the synthetic strategies toward polyketide-derived polycyclic compounds decorated by post-functionalizations. The approaches are based on two key reactions, (1) annulation via benzonitrile oxide, and (2) benzoin cyclization, providing a linear tricarbocyclic intermediate with an angular hydroxy group. Also described are the stereocontrolled introduction of angular substituents via pinacol-type 1,2-shift and N-methylation-hydroxylation to pave the way to advanced intermediates. The synthetic utility of the approach has been highlighted by successful total syntheses of some structurally complex, polycyclic natural products.

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