Confirmation of the C-1 stereochemistry of ginkgolides by NMR

被引：10

作者：

vanBeek, TA

Lankhorst, PP

机构：

[1] GIST BROCADES BV,2600 MA DELFT,NETHERLANDS

[2] AGR UNIV WAGENINGEN,PHYTOCHEM SECT,DEPT ORGAN CHEM,6703 HB WAGENINGEN,NETHERLANDS

来源：

TETRAHEDRON | 1996年 / 52卷 / 12期

关键词：

D O I：

10.1016/0040-4020(96)00098-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unambiguous evidence was obtained for the assignment of the relative stereochemistry at C-1 in ginkgolide B and C by means of ROESY NMR spectroscopy carried out at 600 MHz, chemical shift data and a conformational analysis. The 1-hydroxyl group was found to possess the alpha-configuration which is in accordance with earlier X-ray crystallographic and synthetic studies but in conflict with a previous detailed NMR study. In the process the H-1-NMR assignments of H-1 alpha and beta in ginkgolide A were reversed and some C-13-NMR assignments for ginkgolide A were corrected.

引用

页码：4505 / 4514

页数：10

共 24 条

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