CYCLOHEXANNULATED [5.3.1]PROPELLANES AS PRECURSORS TO THE ABC RING-SYSTEM OF PACLITAXEL (TAXOL(TM))

被引：21

作者：

BANWELL, MG ^{[1
]}

GABLE, RW ^{[1
]}

PETERS, SC ^{[1
]}

PHYLAND, JR ^{[1
]}

机构：

[1] UNIV MELBOURNE,SCH CHEM,PARKVILLE,VIC 3052,AUSTRALIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 13期

关键词：

D O I：

10.1039/c39950001395

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Thermal or silver-ion induced electrocyclic ring-opening of cyclohexannulated [5.3.1]propellanes such as 7 and 8 provides ABC ring analogues of paclitaxel (taxol)including compounds 10, 11 and 14.

引用

页码：1395 / 1397

页数：3

共 21 条

[1] DEHYDROHALOGENATION OF THE BIS-DIHALOCARBENE ADDUCTS OF SOME METHOXYCYCLOHEXA-1,4-DIENES - REVISION OF PRODUCT STRUCTURES [J].

BANWELL, MG ;

GABLE, RW ;

HALTON, B ;

PHYLAND, JR .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1994, 47 (10) :1879-1884

[2] THE CYCLOPROPANE-MEDIATED RING-EXPANSION OF [4.3.1]PROPELLENES - A NEW ROUTE TO [5.3.1]PROPELLADIENES [J].

BANWELL, MG .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1988, 41 (07) :1037-1049

[3] STUDIES IN THE TRICYCLOOCTANE SERIES .I. DEHYDROHALOGENATION OF SOME BIS-HALOGENOCARBENE ADDUCTS OF CYCLOHEXADIENES [J].

BANWELL, MG ;

HALTON, B .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (04) :849-858

[4]

Boa A. N., 1994, CONTEMP ORG SYNTH, V1, P47

[5]

FALLIS AG, 1993, ADV CYCLOADDITION, V3, P1

[6] TAXOL AND TAXOTERE - DISCOVERY, CHEMISTRY, AND STRUCTURE-ACTIVITY-RELATIONSHIPS [J].

GUENARD, D ;

GUERITTEVOEGELEIN, F ;

POTIER, P .

ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (04) :160-167

[7] FIRST TOTAL SYNTHESIS OF TAXOL .2. COMPLETION OF THE C-RING AND D-RING [J].

HOLTON, RA ;

KIM, HB ;

SOMOZA, C ;

LIANG, F ;

BIEDIGER, RJ ;

BOATMAN, PD ;

SHINDO, M ;

SMITH, CC ;

KIM, SC ;

NADIZADEH, H ;

SUZUKI, Y ;

TAO, CL ;

VU, P ;

TANG, SH ;

ZHANG, PS ;

MURTHI, KK ;

GENTILE, LN ;

LIU, JH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (04) :1599-1600

[8] PREPARATION AND DECOMPOSITION OF UNSATURATED ESTERS OF DIAZOACETIC ACID [J].

HOUSE, HO ;

BLANKLEY, CJ .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (01) :53-&

[9]

JOHNSON CK, 1976, ORTEPII ORNL5138 REP

[10]

KINGSTON DGI, 1993, PROG CHEM ORG NAT PR, V61, P1

← 1 2 3 →