Bis-pyranoside alkenes: Novel templates for the synthesis of adjacently linked tetrahydrofurans

被引:10
作者
Ruan, ZM [1 ]
Wilson, P [1 ]
Mootoo, DR [1 ]
机构
[1] CUNY HUNTER COLL,DEPT CHEM,NEW YORK,NY 10021
关键词
D O I
10.1016/0040-4039(96)00651-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bis-pyranoside alkenes are used as templates for the convergent assembly of highly substituted, adjacently linked, tetrahydrofurans (THF's). The methodology centers on the stereoselective preparation of a bis-THF diol core structure. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码:3619 / 3622
页数:4
相关论文
共 24 条
[1]   MODELING CHEMICAL-REACTIVITY .7. THE EFFECT OF A CHANGE IN RATE-LIMITING STEP ON THE STEREOSELECTIVITY OF ELECTROPHILIC ADDITION TO ALLYLIC ALCOHOLS AND RELATED CHIRAL ALKENES [J].
CHAMBERLIN, AR ;
MULHOLLAND, RL ;
KAHN, SD ;
HEHRE, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (03) :672-677
[2]   TOTAL SYNTHESIS OF THE IONOPHORE ANTIBIOTIC X-14547A (INDANOMYCIN) [J].
EDWARDS, MP ;
LEY, SV ;
LISTER, SG ;
PALMER, BD ;
WILLIAMS, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (19) :3503-3516
[3]   TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC IONOMYCIN [J].
EVANS, DA ;
DOW, RL ;
SHIH, TL ;
TAKACS, JM ;
ZAHLER, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) :5290-5313
[4]   ANNONACEOUS ACETOGENINS - AN UPDATED REVIEW [J].
FANG, XP ;
RIESER, MJ ;
GU, ZM ;
ZHAO, GX ;
MCLAUGHLIN, JL .
PHYTOCHEMICAL ANALYSIS, 1993, 4 (01) :27-48
[5]   ON THE CONTROLLED OXIDATIVE COUPLING OF GLYCALS - A NEW STRATEGY FOR THE RAPID ASSEMBLY OF OLIGOSACCHARIDES [J].
FRIESEN, RW ;
DANISHEFSKY, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6656-6660
[6]   THE TOTAL SYNTHESIS OF (+)-IONOMYCIN [J].
HANESSIAN, S ;
COOKE, NG ;
DEHOFF, B ;
SAKITO, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) :5276-5290
[7]  
Hanessian S., 1983, Total Synthesis of Natural Products: The Chiron Approach
[8]   SYNTHESIS OF (-)-BULLATACIN - THE ENANTIOMER OF A POTENT, ANTITUMOR, 4-HYDROXYLATED, ANNONACEOUS ACETOGENIN [J].
HOYE, TR ;
HANSON, PR .
TETRAHEDRON LETTERS, 1993, 34 (32) :5043-5046
[9]   CONVERGENT SYNTHESIS OF POLYETHER IONOPHORE ANTIBIOTICS - PROTECTIVE MANIPULATION AND SYNTHESIS OF MONENSIN-A [J].
IRELAND, RE ;
MEISSNER, RS ;
RIZZACASA, MA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (16) :7166-7172
[10]   SYNTHETIC STUDIES TOWARD MARINE TOXIC POLYETHERS (5) THE TOTAL SYNTHESIS OF OKADAIC ACID [J].
ISOBE, M ;
ICHIKAWA, Y ;
GOTO, T .
TETRAHEDRON LETTERS, 1986, 27 (08) :963-966