First syntheses of natural products with the 2, 7??dihydroxy??2H??1, 4??benzoxazin??3 (4H)??one skeleton

…, H Hartenstein, A Hantschmann…

Index: Kluge; Hartenstein; Hantschmann; Sicker Journal of Heterocyclic Chemistry, 1995 , vol. 32, # 2 p. 395 - 402

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Citation Number: 11

Abstract

Abstract 2, 7-Dihydroxy-2H-1, 4-benzoxazin-3 (4H)-one 11 (DHBOA) and 2, 4, 7-trihydroxy- 2H-1, 4-benzoxazin-3 (4H)-one 14 (TRIBOA) representing aglucones of naturally occurring acetal glucoside type allelo chemicals found in Gramineae have been for the first time synthesized by two pathways both involving selective reductive cyclizations of appropriate 7- benzyloxy-2-nitrophenol derivatives as precursors. TRIBOA 14 and its bioactive naturally ...

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