ENANTIOSELECTIVE SYNTHESIS OF FLAVONOIDS .2. POLYOXYGENATED ALPHA-HYDROXYDIHYDROCHALCONES AND CIRCULAR DICHROIC ASSESSMENT OF THEIR ABSOLUTE-CONFIGURATION

被引：34

作者：

AUGUSTYN, JAN ^{[1
]}

BEZUIDENHOUDT, BCB ^{[1
]}

SWANEPOEL, A ^{[1
]}

FERREIRA, D ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 1990年 / 46卷 / 12期

关键词：

D O I：

10.1016/S0040-4020(01)86778-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral chalcone epoxides exhibiting the oxygenation patterns of naturally occurring flavonoids and isoflavonoids were transformed into the corresponding α-hydroxydihydrochalcones. The availability of both enantiomers permitted assessment of the absolute configuration at the single chiral centre by CD spectroscopy; such protocol being applicable to defining the configuration of some naturally occurring analogues, two of which are novel compounds. © 1990.

引用

页码：4429 / 4442

页数：14

共 13 条

[1] AUGUSTYN JAN, 1990, IN PRESS TETRAHEDRON
[2] BELTRAMI E, 1982, PHYTOCHEMISTRY, V21, P2931, DOI 10.1016/0031-9422(80)85071-0
[3] A NOVEL ALPHA-HYDROXYDIHYDROCHALCONE FROM THE HEARTWOOD OF PTEROCARPUS-ANGOLENSIS DC - ABSOLUTE-CONFIGURATION, SYNTHESIS, PHOTOCHEMICAL-TRANSFORMATIONS, AND CONVERSION INTO ALPHA-METHYLDEOXYBENZOINS
BEZUIDENHOUDT, BCB
BRANDT, EV
ROUX, DG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (01): : 263 - 269
[4] THE 1ST ENANTIOSELECTIVE SYNTHESIS OF POLYOXYGENATED ALPHA-HYDROXYDIHYDROCHALCONES AND CIRCULAR DICHROIC ASSESSMENT OF THEIR ABSOLUTE-CONFIGURATION
BEZUIDENHOUDT, BCB
SWANEPOEL, A
AUGUSTYN, JAN
FERREIRA, D
[J]. TETRAHEDRON LETTERS, 1987, 28 (41) : 4857 - 4860
[5] NUBIGENOL - ALPHA-HYDROXYDIHYDROCHALCONE FROM PODOCARPUS-NUBIGENA
BHAKUNI, D
BITTNER, M
SILVA, M
SAMMES, PG
[J]. PHYTOCHEMISTRY, 1973, 12 (11) : 2777 - 2779
[6] SYNTHETIC ENZYMES .4. HIGHLY ENANTIOSELECTIVE EPOXIDATION BY MEANS OF POLYAMINOACIDS IN A TRIPHASE SYSTEM - INFLUENCE OF STRUCTURAL VARIATIONS WITHIN THE CATALYSTS
COLONNA, S
MOLINARI, H
BANFI, S
JULIA, S
MASANA, J
ALVAREZ, A
[J]. TETRAHEDRON, 1983, 39 (09) : 1635 - 1641
[7] FERRARI F, 1983, PHYTOCHEMISTRY, V22, P1663, DOI 10.1016/0031-9422(83)80106-X
[8] GONELLA NC, 1982, J AM CHEM SOC, V104, P3775
[9] Harada N., 1983, CIRCULAR DICHROIC SP, P32
[10] KUHN R, 1955, ANGEW CHEM INT EDIT, V67, P785, DOI 10.1002/ange.19550672403

← 1 2 →