Stereocontrolled synthesis of the C(1)-C(11) subunit of the iejimalides

被引：22

作者：

Mendlik, MT

Cottard, M

Rein, T

Helquist, P

机构：

[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556

[2] TECH UNIV DENMARK,DEPT ORGAN CHEM,DK-2800 LYNGBY,DENMARK

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 36期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(97)01467-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective synthesis of the C(1)-C(11) subunit of the iejimalides has been accomplished through a combination of an asymmetric Homer-Wadsworth-Emmons condensation and a chiral pool approach. (C) 1997 Elsevier Science Ltd.

引用

页码：6375 / 6378

页数：4

共 23 条

[1] TOTAL SYNTHESIS OF (+)-MILBEMYCIN-BETA-3 [J].

BAKER, R ;

OMAHONY, MJ ;

SWAIN, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (07) :1623-1633

[2] 2 ENANTIOSELECTIVE SYNTHESES OF A PRECURSOR OF THE BIOLOGICALLY MOST ACTIVE ISOMER OF CGA 80000 (CLOZYLACON) [J].

BUSER, HP ;

PUGIN, B ;

SPINDLER, F ;

SUTTER, M .

TETRAHEDRON, 1991, 47 (30) :5709-5716

[3] APPLICATION OF THE IBUKA-YAMAMOTO REACTION TO A PROBLEM IN STEREOCHEMICAL COMMUNICATION - A STRATEGY FOR THE STEREOSPECIFIC SYNTHESIS AND STABILIZATION OF THE TRIENE SUBSTRUCTURE OF RAPAMYCIN THROUGH SULFONE SUBSTITUTION [J].

CHEN, SH ;

HORVATH, RF ;

JOGLAR, J ;

FISHER, MJ ;

DANISHEFSKY, SJ .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (20) :5834-5845

[4] SYNTHESIS OF A MAJOR SUBUNIT OF THE IEJIMALIDES [J].

COTTARD, M ;

KANN, N ;

REIN, T ;

AKERMARK, B ;

HELQUIST, P .

TETRAHEDRON LETTERS, 1995, 36 (18) :3115-3118

[5]

EGGERER H, 1964, LIEBIGS ANN CHEM, V677, P200

[6] TOTAL SYNTHESIS OF D1-9-DEOXYPROSTAGLANDIN E1 [J].

FINCH, N ;

FITT, JJ ;

HSU, IHS .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (02) :206-215

[7] STEREOCHEMISTRY OF REMOTE DIANION ADDITION TO IMINES - APPLICATION TO THE SYNTHESIS OF (1S, 8AS)-1-HYDROXYINDOLIZIDINE [J].

GREEN, DLC ;

KIDDLE, JJ ;

THOMPSON, CM .

TETRAHEDRON, 1995, 51 (10) :2865-2874

[8] SYNTHESIS OF (+)-AVERMECTIN-B1A [J].

HANESSIAN, S ;

UGOLINI, A ;

DUBE, D ;

HODGES, PJ ;

ANDRE, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) :2776-2778

[9] IEJIMALIDE-C AND IEJIMALIDE-D, NEW ANTINEOPLASTIC 24-MEMBERED MACROLIDE SULFATES FROM THE OKINAWAN MARINE TUNICATE EUDISTOMA CF RIGIDA [J].

KIKUCHI, Y ;

ISHIBASHI, M ;

SASAKI, T ;

KOBAYASHI, J .

TETRAHEDRON LETTERS, 1991, 32 (06) :797-798

[10] IEJIMALIDE-A AND IEJIMALIDE-B, NOVEL 24-MEMBERED MACROLIDES WITH POTENT ANTILEUKEMIC ACTIVITY FROM THE OKINAWAN TUNICATE EUDISTOMA CF RIGIDA [J].

KOBAYASHI, J ;

CHENG, JF ;

OHTA, T ;

NAKAMURA, H ;

NOZOE, S ;

HIRATA, Y ;

OHIZUMI, Y ;

SASAKI, T .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (26) :6147-6150

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