SYNTHESIS OF COMBRETASTATIN D-2 - AN EFFICIENT ROUTE TO CAFFRANE MACROLACTONES

被引：20

作者：

COULADOUROS, EA

SOUFLI, IC

机构：

[1] Department of Chemistry, Agricultural University of Athens, Athens, 118.55

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)73369-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Combretastatin D-2, (1), was synthesized via a 10 step sequence. Macrolactonization was performed on saturated substrate 12 in high yield and the double bond was established via dehalogenation of intermediate 15.

引用

页码：4409 / 4412

页数：4

共 16 条

[1] TOTAL SYNTHESIS OF (+)-PIPERAZINOMYCIN [J].

BOGER, DL ;

ZHOU, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (24) :11426-11433

[2] TOTAL SYNTHESIS OF DEOXYBOUVARDIN AND RA-VII - MACROCYCLIZATION VIA AN INTRAMOLECULAR ULLMANN REACTION [J].

BOGER, DL ;

YOHANNES, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) :1427-1429

[3] INTRAMOLECULAR ULLMANN CONDENSATION REACTION - AN EFFECTIVE APPROACH TO MACROCYCLIC DIARYL ETHERS [J].

BOGER, DL ;

YOHANNES, D .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1763-1767

[4] TOTAL SYNTHESIS OF COMBRETASTATIN D-2 - INTRAMOLECULAR ULLMANN MACROCYCLIZATION REACTION [J].

BOGER, DL ;

SAKYA, SM ;

YOHANNES, D .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) :4204-4207

[5] SYNTHESIS OF COMBRETASTATIN D-2+ [J].

DESHPANDE, VH ;

GOKHALE, NJ .

TETRAHEDRON LETTERS, 1992, 33 (29) :4213-4216

[6] NOVEL REAGENT SYSTEM FOR CONVERTING A HYDROXY-GROUP INTO AN IODO-GROUP IN CARBOHYDRATES WITH INVERSION OF CONFIGURATION [J].

GAREGG, PJ ;

SAMUELSSON, B .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (22) :978-980

[7]

HAM BH, 1989, PURE APPL CHEM, V61, P443

[8]

HAM BH, 1990, PHYTOCHEMISTRY, V29, P3315

[9] 1ST SYNTHESIS OF A STRAINED 14-MEMBERED BIARYL ETHER LACTONE BY MACROLACTONIZATION [J].

JUSTUS, K ;

STEGLICH, W .

TETRAHEDRON LETTERS, 1991, 32 (41) :5781-5784

[10] THE USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE IN SYNTHESIS AND TRANSFORMATION OF NATURAL-PRODUCTS [J].

MITSUNOBU, O .

SYNTHESIS-STUTTGART, 1981, (01) :1-28

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