Organic letters

Stereoselective Formation of Tetrahydrofuran Rings via [3+ 2] Annulation: Total Synthesis of Plakortone L

H Sugimura, S Sato, K Tokudome, T Yamada

Index: Sugimura, Hideyuki; Osumi, Kenji; Koyama, Tatsuyuki Chemistry Letters, 1991 , # 8 p. 1379 - 1382

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Citation Number: 7

Abstract

The [3+ 2] annulation of 2, 3-O-isopropylidene-aldehydo-aldose with methallyl ether leads to the stereoselective formation of a substituted tetrahydrofuran system, which is converted to a bicyclic lactone derivative via consecutive deprotection, oxidative cleavage of the terminal