FURTHER INVESTIGATIONS OF THE TYPE-II DIELS-ALDER ROUTE TO THE BICYCLIC CORE OF ESPERAMICIN CALICHEMICIN REVEAL A REGIOCHEMICAL MISASSIGNMENT - META-SELECTIVITY VS PARA-SELECTIVITY

被引:54
作者
SCHREIBER, SL
KIESSLING, LL
机构
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D O I
10.1016/S0040-4039(00)95220-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:433 / 436
页数:4
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[1]   ESPERAMICINS, A NOVEL CLASS OF POTENT ANTITUMOR ANTIBIOTICS .3. STRUCTURES OF ESPERAMICINS-A1, ESPERAMICIN-A2, AND ESPERAMICIN-A1B [J].
GOLIK, J ;
DUBAY, G ;
GROENEWOLD, G ;
KAWAGUCHI, H ;
KONISHI, M ;
KRISHNAN, B ;
OHKUMA, H ;
SAITOH, K ;
DOYLE, TW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) :3462-3464
[2]   PREPARATION AND USE OF TETRA-NORMAL-BUTYLAMMONIUM PER-RUTHENATE (TBAP REAGENT) AND TETRA-NORMAL-PROPYLAMMONIUM PER-RUTHENATE (TPAP REAGENT) AS NEW CATALYTIC OXIDANTS FOR ALCOHOLS [J].
GRIFFITH, WP ;
LEY, SV ;
WHITCOMBE, GP ;
WHITE, AD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (21) :1625-1627
[3]   CALICHEMICINS, A NOVEL FAMILY OF ANTITUMOR ANTIBIOTICS .2. CHEMISTRY AND STRUCTURE OF CALICHEMICIN-GAMMA-1 [J].
LEE, MD ;
DUNNE, TS ;
CHANG, CC ;
ELLESTAD, GA ;
SIEGEL, MM ;
MORTON, GO ;
MCGAHREN, WJ ;
BORDERS, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) :3466-3468
[4]   SYNTHESIS OF A REMARKABLY STABLE BICYCLO[7.3.1]DIYNENE ESPERAMICIN A1 CALICHEAMICIN GAMMA-SYSTEM - STRUCTURAL REQUIREMENTS FOR FACILE FORMATION OF A 1,4-DIYL [J].
MAGNUS, P ;
LEWIS, RT ;
HUFFMAN, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6921-6923
[5]   A MODEL FOR THE PROPOSED MECHANISM OF ACTION OF THE POTENT ANTITUMOR ANTIBIOTIC ESPERAMICIN-A1 [J].
MAGNUS, P ;
CARTER, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) :1626-1628
[6]   CYCLIC CONJUGATED ENEDIYNES RELATED TO CALICHEAMICINS AND ESPERAMICINS - CALCULATIONS, SYNTHESIS, AND PROPERTIES [J].
NICOLAOU, KC ;
ZUCCARELLO, G ;
OGAWA, Y ;
SCHWEIGER, EJ ;
KUMAZAWA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4866-4868
[7]   SYNTHESIS OF THE BICYCLIC CORE OF THE ESPERAMICIN CALICHEMICIN CLASS OF ANTITUMOR AGENTS [J].
SCHREIBER, SL ;
KIESSLING, LL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :631-633
[8]   SYNTHESIS OF BRIDGEHEAD ENOL LACTONES VIA TYPE-2 INTRAMOLECULAR DIELS-ALDER CYCLOADDITION - NEW INTERMEDIATES FOR STEREOCONTROLLED ORGANIC-SYNTHESIS [J].
SHEA, KJ ;
FRUSCELLA, WM ;
CARR, RC ;
BURKE, LD ;
COOPER, DK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (02) :447-452