ASSESSMENT OF 3,4-TRANS AND 3,4-CIS RELATIVE CONFIGURATIONS IN THE A-SERIES OF (4,8)-LINKED PROANTHOCYANIDINS

被引：20

作者：

CRONJE, A ^{[1
]}

BURGER, JFW ^{[1
]}

BRANDT, EV ^{[1
]}

KOLODZIEJ, H ^{[1
]}

FERREIRA, D ^{[1
]}

机构：

[1] UNIV ORANGE FREE STATE,DEPT CHEM,POB 339,BLOEMFONTEIN 9300,SOUTH AFRICA

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(00)97472-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

- Proanthocyanidins of the A-type exhibit identical 1H NMR coupling constants (J3,4 = 3.5 Hz) irrespective of the relative configurations of their C-rings. The selective 1H NOE association of 3-H (C-ring) to either 6-H(D) or 8-H(A) permits unequivocal differentiation of (4,8)-linked analogues with respectively 3,4-trans or 3,4-cis configurations of these heterocyclic rings. © 1990.

引用

页码：3789 / 3792

页数：4

共 10 条

[1] BURGER JFW, 1990, UNPUB TETRAHEDRON
[2] KASAHARA Y, 1983, HETEROCYCLES, V20, P1953
[3] MAYER W, 1966, TETRAHEDRON LETT, P429
[4] MORIMOTO S, 1988, CHEM PHARM BULL, V36, P33
[5] FLAVANOLS, AS PLANT-GROWTH INHIBITORS FROM ROOTS OF PEACH, PRUNUS-PERSICA BATSH CV HAKUTO
OHIGASHI, H
MINAMI, S
FUKUI, H
KOSHIMIZU, K
MIZUTANI, F
SUGIURA, A
TOMANA, T
[J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1982, 46 (10): : 2555 - 2561
[6] STUDIES ON ANTI-INFLAMMATORY AGENTS .6. ANTI-INFLAMMATORY CONSTITUENTS OF CINNAMOMUM-SIEBOLDII MEISSN
OTSUKA, H
FUJIOKA, S
KOMIYA, T
MIZUTA, E
TAKAMOTO, M
[J]. YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1982, 102 (02): : 162 - 172
[7] STEYNBERG JP, 1989, HETEROCYCLES, V28, P923
[8] SYNTHESIS OF CONDENSED TANNINS .2. SYNTHESIS BY PHOTOLYTIC REARRANGEMENT, STEREOCHEMISTRY, AND CIRCULAR-DICHROISM OF THE 1ST 2,3-CIS-3,4-CIS-4-ARYLFLAVAN-3-OLS
VANDERWESTHUIZEN, JH
FERREIRA, D
ROUX, DG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (04): : 1220 - 1226
[9] WEINGES K, 1968, LIEBIGS ANN CHEM, V711, P184
[10] [No title captured]

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