AN ENANTIOCONVERGENT ROUTE TO CARBOCYCLIC NUCLEOSIDES (-)-ARISTEROMYCIN AND (-)-NEPLANOCIN A VIA THE ASYMMETRIC DIELS-ALDER REACTION

被引:37
作者
ARAI, Y [1 ]
HAYASHI, Y [1 ]
YAMAMOTO, M [1 ]
TAKAYEMA, H [1 ]
KOIZUMI, T [1 ]
机构
[1] TOYAMA MED & PHARMACEUT UNIV,FAC PHARMACEUT SCI,SUGITANI 2630,TOYAMA 93001,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1988年 / 12期
关键词
D O I
10.1039/p19880003133
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3133 / 3140
页数:8
相关论文
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[11]   TOTAL SYNTHESIS OF NEPLANOCIN-A [J].
JUNG, M ;
OFFENBACHER, G ;
RETEY, J .
HELVETICA CHIMICA ACTA, 1983, 66 (07) :1915-1921
[12]   C-NUCLEOSIDES AND RELATED COMPOUNDS .6. CARBOCYCLIC ANALOGS OF C-NUCLEOSIDES - SYNTHESIS AND DERIVATIVES OF SOME USEFUL INTERMEDIATES [J].
JUST, G ;
READER, G ;
CHALARDFAURE, B .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (06) :849-860
[13]   EFFICIENT AND SELECTIVE CLEAVAGE OF ACETALS AND KETALS USING FERRIC-CHLORIDE ADSORBED ON SILICA-GEL [J].
KIM, KS ;
SONG, YH ;
LEE, BH ;
HAHN, CS .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (03) :404-407
[14]   A DISPROOF OF KAHN-HEHRE PROPOSAL ON THE GROUND-STATE CONFORMATIONS AND THE STERIC COURSE OF THE DIELS-ALDER REACTION OF VINYL SULFOXIDES [J].
KOIZUMI, T ;
ARAI, Y ;
TAKAYAMA, H ;
KURIYAMA, K ;
SHIRO, M .
TETRAHEDRON LETTERS, 1987, 28 (32) :3689-3692
[15]   HIGHLY DIASTEREOSELECTIVE DIELS-ALDER REACTION OF OPTICALLY-ACTIVE ETHYL 2-PARA-TOLYLSULFINYLMETHYLENEPROPIONATE WITH CYCLOPENTADIENE [J].
KOIZUMI, T ;
HAKAMADA, I ;
YOSHII, E .
TETRAHEDRON LETTERS, 1984, 25 (01) :87-90
[16]   STREPTOMYCES CITRICOLOR NOV SP AND A NEW ANTIBIOTIC ARISTEROMYCIN [J].
KUSAKA, T ;
YAMAMOTO, H ;
SHIBATA, M ;
MUROI, M ;
KISHI, T ;
MIZUNO, K .
JOURNAL OF ANTIBIOTICS, 1968, 21 (04) :255-&
[17]   TOTAL SYNTHESIS OF (-)-NEPLANOCIN A1 [J].
LIM, MI ;
MARQUEZ, VE .
TETRAHEDRON LETTERS, 1983, 24 (50) :5559-5562
[18]   A NOVEL AND STEREOSPECIFIC SYNTHESIS OF (+/)-ARISTEROMYCIN AND (-)-ARISTEROMYCIN [J].
MADHAVAN, GVB ;
MARTIN, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (08) :1287-1293
[19]   SYNTHESIS OF TERT-BUTYLDIMETHYLSILYL ENOL ETHERS FROM STERICALLY HINDERED KETONES [J].
MANDER, LN ;
SETHI, SP .
TETRAHEDRON LETTERS, 1984, 25 (51) :5953-5956
[20]   SYNTHESIS OF 12(S),20-DIHYDROXY-EICOSA-CIS-5,8,14-TRANS-10-TETRAENOIC, 12(S), 19(R)-DIHYDROXY-EICOSA-CIS-5,8,14-TRANS-10-TETRAENOIC, AND 12(S), 19(S)-DIHYDROXY-EICOSA-CIS-5,8,14-TRANS-10-TETRAENOIC ACIDS, METABOLITES OF 12(S)-HETE [J].
MANNA, S ;
VIALA, J ;
YADAGIRI, P ;
FALCK, JR .
TETRAHEDRON LETTERS, 1986, 27 (24) :2679-2682