A formylating agent by dehydration of the natural product DIMBOA

被引:6
作者
Hofmann, A [1 ]
Sicker, D [1 ]
机构
[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 08期
关键词
D O I
10.1021/np980515s
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (DIMBOA, 1) of maize underwent spontaneous dehydration and rearrangement to form 3-formyl-6-methoxybenzoxazolin-2(3H)-one (FMBOA, 2) on reaction with N-ethoxycarbonyl-trichloroacetaldimine. Compound 2 was proven to be a reactive formyl donor toward N-, 0-, and S-nucleophiles, which may be important in case 2 is formed under biological conditions.
引用
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页码:1151 / 1153
页数:3
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