Conversion of β-D-C-glucopyranosyl phloroacetophenone to a spiroketal compound

被引：18

作者：

Kumazawa, T

Asahi, N

Matsuba, S

Sato, S

Furuhata, K

Onodera, J

机构：

[1] Yamagata Univ, Fac Engn, Dept Mat Sci & Engn, Yonezawa, Yamagata 992, Japan

[2] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 108, Japan

来源：

CARBOHYDRATE RESEARCH | 1998年 / 308卷 / 1-2期

关键词：

beta-D-C-glucopyranosyl phloroacetophenone; acidic treatment; tetrahydrospiro{benzofuran-2(3H); 2; '-[2H]pyran};

D O I：

10.1016/S0008-6215(98)00067-6

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：

Treatment of beta-D-C-glucopyranosyl phloroacetophenone in water in the presence of a catalytic amount of p-TsOH afforded a spiroketal product. This is the first demonstration of ring conversion in aryl C-glycoside. The structure of the product was determined by H-1-H-1 COSY, HMQC, HMBC, NOESY, and single crystal X-ray analysis of the corresponding acetylated compound. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：213 / 216

页数：4

共 11 条

[1] SUGAR RING ISOMERIZATION IN C-ARABINOSYLFLAVONES [J].