Synlett

Synthetic studies on bengazoles of marine sponge origin. Synthesis of the core bis-oxazole fragments

P Chittari, Y Hamada, T Shioiri

Index: Chittari, Pabba; Hamada, Yasumasa; Shioiri, Takayuki Synlett, 1998 , # 9 p. 1022 - 1024

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Citation Number: 10

Abstract

Abstract: The core bis-oxazole fragment 3 was constructed by the coupling of the aldehyde (6) with the lithiated oxazoles (7), oxidation of the resulting bis-oxazolyl methanol (11), followed by the asymmetric reduction with (R)-(+)-BINAL-H as key steps. Preparation of another bis-oxazole fragment (4) was accomplished by the Barton-McCombie radical deoxygenation reaction of 11. Bengazoles are a growing family of natural products ...