OLIGOMERIC FLAVANOIDS .15. BASE-CATALYZED PYRAN REARRANGEMENTS OF PROCYANIDIN B-2, AND EVIDENCE FOR THE OXIDATIVE TRANSFORMATION OF B-TO A-TYPE PROCYANIDINS

被引：30

作者：

BURGER, JFW ^{[1
]}

KOLODZIEJ, H ^{[1
]}

HEMINGWAY, RW ^{[1
]}

STEYNBERG, JP ^{[1
]}

YOUNG, DA ^{[1
]}

FERREIRA, D ^{[1
]}

机构：

[1] US FOREST SERV,SO FOREST EXPT STN,PINEVILLE,LA 71360

来源：

TETRAHEDRON | 1990年 / 46卷 / 16期

关键词：

D O I：

10.1016/S0040-4020(01)87771-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Procyanidin B-2 3 is subject to facile C-ring isomerizations in 0.1M NaHCO3 solution to form a novel series of 3,4,9, 10-tetrahydro-2H, 8-pyrano[2,3-h]chromenes 7, 9, and 10. The low percentage conversion of B- to A-type procyanidin 2 is rationalized in terms of an initial oxidative removal of hydride ion at C-2 (C-ring). © 1990.

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页码：5733 / 5740

页数：8

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