ANTIMALARIAL ARTEMISININ ANALOGS - SYNTHESIS OF 2,3-DESETHANO-12-DEOXOARTEMISININ-RELATED COMPOUNDS

被引：14

作者：

IMAKURA, Y ^{[1
]}

HACHIYA, K ^{[1
]}

IKEMOTO, T ^{[1
]}

KOBAYASHI, S ^{[1
]}

YAMASHITA, S ^{[1
]}

SAKAKIBARA, J ^{[1
]}

SMITH, FT ^{[1
]}

LEE, KH ^{[1
]}

机构：

[1] UNIV N CAROLINA,SCH PHARM,NAT PROD LAB,DIV MED CHEM & NAT PROD,CHAPEL HILL,NC 27599

来源：

HETEROCYCLES | 1990年 / 31卷 / 12期

关键词：

D O I：

10.3987/COM-90-5618

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,3-Desethano-12-deoxoartemisinin-related compounds ((+)-16a) and ((-)-16b) have been synthesized from R-(+)-citronellal (7) by a stereoselective manner, which is applied to the synthesis of various novel antimalarial artemisinin analogs.

引用

页码：2125 / 2129

页数：5

共 20 条

[1] THE TOTAL SYNTHESIS OF (+)-ARTEMISININ AND (+)-9-DESMETHYLARTEMISININ [J].

AVERY, MA ;

JENNINGSWHITE, C ;

CHONG, WKM .

TETRAHEDRON LETTERS, 1987, 28 (40) :4629-4632

[2] SIMPLIFIED ANALOGS OF THE ANTIMALARIAL ARTEMISININ - SYNTHESIS OF 6,9-DESMETHYLARTEMISININ [J].

AVERY, MA ;

JENNINGSWHITE, C ;

CHONG, WKM .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1792-1795

[3] AN UNSUCCESSFUL APPROACH TO THE FRAMEWORK OF THE ANTIMALARIAL, ARTEETHER [J].

BINNS, F ;

WALLACE, TW .

TETRAHEDRON LETTERS, 1989, 30 (09) :1125-1128

[4] THERMAL REACTIONS OF ALKYL N-CARBOMETHOXYSULFAMATE ESTERS [J].

BURGESS, EM ;

PENTON, HR ;

TAYLOR, EA .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) :26-31

[5]

CLARK GR, 1985, J ORG CHEM, V50, P1994, DOI 10.1021/jo00211a047

[6]

COREY EJ, 1978, TETRAHEDRON LETT, P9

[7]

COREY EJ, 1978, TETRAHEDRON LETT, P5

[8]

COREY EJ, 1978, TETRAHEDRON LETT, P12

[9] SYNTHESIS OF DESETHANOQINGHAOSU, A NOVEL ANALOG OF THE ANTIMALARIAL QINGHAOSU [J].

IMAKURA, Y ;

YOKOI, T ;

YAMAGISHI, T ;

KOYAMA, J ;

HU, H ;

MCPHAIL, DR ;

MCPHAIL, AT ;

LEE, KH .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (05) :372-374

[10] ACID DEGRADATION PRODUCTS OF QINGHAOSU AND THEIR STRUCTURE-ACTIVITY-RELATIONSHIPS [J].

IMAKURA, Y ;

HACHIYA, K ;

IKEMOTO, T ;

YAMASHITA, S ;

KIHARA, M ;

SHINGU, T ;

MILHOUS, WK ;

LEE, KH .

HETEROCYCLES, 1990, 31 (06) :1011-1016

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