SHORT ENANTIOSELECTIVE SYNTHESIS OF (-)-OVALICIN, A POTENT INHIBITOR OF ANGIOGENESIS, USING SUBSTRATE-ENHANCED CATALYTIC ASYMMETRIC DIHYDROXYLATION

被引:102
作者
COREY, EJ
GUZMANPEREZ, A
NOE, MC
机构
[1] Department of Chemistry, Harvard University, Cambridge, Massachusetts
关键词
D O I
10.1021/ja00105a084
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:12109 / 12110
页数:2
相关论文
共 23 条
[1]   TOTAL SYNTHESIS OF (-)-OVALICINE FROM L-QUEBRACHITOL [J].
BATH, S ;
BILLINGTON, DC ;
GERO, SD ;
QUICLETSIRE, B ;
SAMADI, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (12) :1495-1496
[2]   A PHOTOCHEMICAL APPROACH TO THE TAXANES [J].
BERKOWITZ, WF ;
AMARASEKARA, AS ;
PERUMATTAM, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) :1119-1124
[3]   STRUCTURE OF OVALICINE [J].
BOLLINGE.P ;
SIGG, HP ;
WEBER, HP .
HELVETICA CHIMICA ACTA, 1973, 56 (03) :819-830
[4]   A MECHANISTICALLY DESIGNED MONO-CINCHONA ALKALOID IS AN EXCELLENT CATALYST FOR THE ENANTIOSELECTIVE DIHYDROXYLATION OF OLEFINS [J].
COREY, EJ ;
NOE, MC ;
GROGAN, MJ .
TETRAHEDRON LETTERS, 1994, 35 (35) :6427-6430
[5]   RIGID AND HIGHLY ENANTIOSELECTIVE CATALYST FOR THE DIHYDROXYLATION OF OLEFINS USING OSMIUM TETRAOXIDE CLARIFIES THE ORIGIN OF ENANTIOSPECIFICITY [J].
COREY, EJ ;
NOE, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (26) :12579-12580
[6]   TOTAL SYNTHESIS OF (+/-)-OVALICIN [J].
COREY, EJ ;
DITTAMI, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (01) :256-257
[7]   THE ORIGIN OF HIGH ENANTIOSELECTIVITY IN THE DIHYDROXYLATION OF OLEFINS USING OSMIUM TETRAOXIDE AND CINCHONA ALKALOID CATALYSTS [J].
COREY, EJ ;
NOE, MC ;
SARSHAR, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) :3828-3829
[8]   X-RAY CRYSTALLOGRAPHIC STUDIES PROVIDE ADDITIONAL EVIDENCE THAT AN ENZYME-LIKE BINDING POCKET IS CRUCIAL TO THE ENANTIOSELECTIVE DIHYDROXYLATION OF OLEFINS BY OSO4-BIS-CINCHONA ALKALOID COMPLEXES [J].
COREY, EJ ;
NOE, MC ;
SARSHAR, S .
TETRAHEDRON LETTERS, 1994, 35 (18) :2861-2864
[9]   ANGIOGENIC FACTORS [J].
FOLKMAN, J ;
KLAGSBRUN, M .
SCIENCE, 1987, 235 (4787) :442-447
[10]   GENISTEIN, A DIETARY-DERIVED INHIBITOR OF INVITRO ANGIOGENESIS [J].
FOTSIS, T ;
PEPPER, M ;
ADLERCREUTZ, H ;
FLEISCHMANN, G ;
HASE, T ;
MONTESANO, R ;
SCHWEIGERER, L .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (07) :2690-2694