DIASTEREOSELECTIVE SYNTHESES OF 2-BETA-D-GLUCOPYRANOSYLOXY-2H-1,4-BENZOXAZIN-3(4H)-ONES FROM GRAMINEAE

被引：6

作者：

HARTENSTEIN, H

VOGT, C

FORTSCH, I

SICKER, D

机构：

[1] UNIV LEIPZIG,INST ORGAN CHEM,D-04103 LEIPZIG,GERMANY

[2] UNIV LEIPZIG,INST ANALYT CHEM,D-04103 LEIPZIG,GERMANY

[3] UNIV JENA,INST MOLEK BIOL,D-07745 JENA,GERMANY

来源：

PHYTOCHEMISTRY | 1995年 / 38卷 / 05期

关键词：

SECALE CEREALE; COIX LACHRYMA JOBI; GRAMINEAE; DIASTEREOSELECTIVE SYNTHESES; BENZOXAZINONES; ACETAL GLUCOSIDES; GDIBOA; GHMBOA;

D O I：

10.1016/0031-9422(94)00822-B

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The first diastereoselective syntheses of the natural acetal glucosides, (2R)-2-beta-D-glucopyranosyloxy-4-hydroxy-2H-1,4- benzoxazin-3(4H)-one and (2R)-2-beta-D-glucopyranosyloxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one, are described by reaction of 0-(2,3,4,6-tetra-0-acetyl-beta-D-glucopyranosyl) trichloroacetimidate with hemiacetalic aglucones of the 2-hydroxy-2H-1,4-benzoxazin-3(4H)-one skeleton.

引用

页码：1233 / 1236

页数：4

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