EVALUATION OF A SYNTHETIC ROUTE TO EPSILON-VINIFERIN BASED ON A NEW METHOD FOR THE STEREOSELECTIVE PREPARATION OF 2,3-DIARYL-2,3-DIHYDROBENZOFURANS

被引：14

作者：

ENGLER, TA

DRANEY, BW

GFESSER, GA

机构：

[1] Department of Chemistry, University of Kansas, Lawrence

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 11期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4039(94)88313-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lewis acid-promoted reactions of unsymmetrically substituted (E)-stilbenes with 2-methoxy-1,4-benzoquinones regio- and stereoselectively produce trans 2,3-diaryl-2,3-dihydrobenzofurans.

引用

页码：1661 / 1664

页数：4

共 15 条

[1] ENZYME-MEDIATED H2O2 OXIDATION OF (E)-STILBENE-3,4-DIOL [J].

DONNELLY, DMX ;

MURPHY, FG ;

POLONSKI, J ;

PRANGE, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12) :2719-2722

[2] SELECTIVE CONTROL OF THE VARIOUS CYCLOADDITION PRODUCTS FROM REACTIONS OF STYRENES AND 1,4-BENZOQUINONES - OPTIMIZATION OF THE FORMAL 5+2 CYCLOADDUCTS [J].

ENGLER, TA ;

LETAVIC, MA ;

COMBRINK, KD ;

TAKUSAGAWA, F .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (23) :5810-5812

[3] STEREOSELECTIVE 3+2 AND STEREOSPECIFIC 2+2 CYCLO-ADDITION REACTIONS OF ALKENES AND QUINONES [J].

ENGLER, TA ;

COMBRINK, KD ;

RAY, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7931-7933

[4] KOBOPHENOL-A, A UNIQUE TETRASTILBENE FROM CAREX-KOBOMUGI OHWI (CYPERACEAE) [J].

KAWABATA, J ;

ICHIKAWA, S ;

KURIHARA, H ;

MIZUTANI, J .

TETRAHEDRON LETTERS, 1989, 30 (29) :3785-3788

[5] (+)-ALPHA-VINIFERIN, AN ANTIINFLAMMATORY COMPOUND FROM CARAGANA-CHAMLAGU ROOT [J].

KITANAKA, S ;

IKEZAWA, T ;

YASUKAWA, K ;

YAMANOUCHI, S ;

TAKIDO, M ;

SUNG, HK ;

KIM, IH .

CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (02) :432-435

[6] (-)-EPSILON-VINIFERIN AND RELATED OLIGOSTILBENES FROM CAREX-PUMILA THUNB (CYPERACEAE) [J].

KURIHARA, H ;

KAWABATA, J ;

ICHIKAWA, S ;

MIZUTANI, J .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1990, 54 (04) :1097-1099

[7] OXIDATIVE DIMERIZATION OF 4-HYDROXYSTILBENES INVITRO - PRODUCTION OF A GRAPEVINE PHYTOALEXIN MIMIC [J].

LANGCAKE, P ;

PRYCE, RJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (07) :208-210

[8] A RESVERATROL DIMER FROM PARTHENOCISSUS-TRICUSPIDATA [J].

LINS, AP ;

FELICIO, JD ;

BRAGGIO, MM ;

ROQUE, LC .

PHYTOCHEMISTRY, 1991, 30 (09) :3144-3146

[9]

NAKAJIMA K, 1978, CHEM PHARM BULL, V26, P3050

[10] VITISIN-A AND CIS-VITISIN-A, STRONGLY HEPATOTOXIC PLANT OLIGOSTILBENES FROM VITIS-COIGNETIAE (VITACEAE) [J].

OSHIMA, Y ;

KAMIJOU, A ;

MORITANI, H ;

NAMAO, K ;

OHIZUMI, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) :850-853

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