TOTAL SYNTHESIS OF PROSTAGLANDINS .7. ASYMMETRIC TOTAL SYNTHESIS OF (-)-PROSTAGLANDIN E1 AND (-)-PROSTAGLANDIN E2

被引:135
作者
SIH, CJ [1 ]
HEATHER, JB [1 ]
SOOD, R [1 ]
PRICE, P [1 ]
PERUZZOTTI, G [1 ]
LEE, LFH [1 ]
LEE, SS [1 ]
机构
[1] UNIV WISCONSIN,SCH PHARM,MADISON,WI 53706
关键词
D O I
10.1021/ja00837a029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:865 / 875
页数:11
相关论文
共 39 条
[1]   REACTION OF KETENE WITH ENAMINES [J].
BERCHTOLD, GA ;
HARVEY, GR ;
WILSON, GE .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (08) :2642-+
[2]   RESEARCHES ON ACETYLENIC COMPOUNDS .1. THE PREPARATION OF ACETYLENIC KETONES BY OXIDATION OF ACETYLENIC CARBINOLS AND GLYCOLS [J].
BOWDEN, K ;
HEILBRON, IM ;
JONES, ERH ;
WEEDON, BCL .
JOURNAL OF THE CHEMICAL SOCIETY, 1946, (JAN) :39-45
[3]   EXPERIMENTS ON THE SYNTHESIS OF CARBONYL COMPOUNDS .1. INTRODUCTION - THE ACIDOLYSIS OF ACYLMALONIC ESTERS [J].
BOWMAN, RE .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (JAN) :322-325
[4]   REACTION OF ALKENYLBORONIC ACIDS WITH IODINE UNDER INFLUENCE OF BASE - SIMPLE PROCEDURE FOR STEREOSPECIFIC CONVERSION OF TERMINAL ALKYNES INTO TRANS-1-ALKENYL IODIDES VIA HYDROBORATION [J].
BROWN, HC ;
HAMAOKA, T ;
RAVINDRA.N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (17) :5786-5788
[5]   STEREOSPECIFIC CONVERSION OF ALKENYLBORONIC ACIDS INTO ALKENYL BROMIDES WITH INVERSION OF CONFIGURATION - STRIKING DIFFERENCES IN STEREOCHEMISTRY OF REPLACEMENT OF BORONIC ACID SUBSTITUENT BY BROMINE AND IODINE AND ITS SIGNIFICANCE IN TERMS OF REACTION-MECHANISM [J].
BROWN, HC ;
HAMAOKA, T ;
RAVINDRA.N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (19) :6456-6457
[6]   COPPER-INDUCED COUPLING OF VINYL HALIDES - STEREOCHEMISTRY OF ULLMANN REACTION [J].
COHEN, T ;
POETH, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (12) :4363-&
[7]  
COLONGE J, 1954, B SOC CHIM FR, P208
[8]   MIXED CUPRATE REAGENTS OF TYPE R1R2CULI WHICH ALLOW SELECTIVE GROUP TRANSFER [J].
COREY, EJ ;
BEAMES, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (20) :7210-&
[9]  
EGLINGTON G, 1953, J CHEM SOC, P3053
[10]   SYNTHESIS OF D,L-PROSTAGLANDIN-E2 METHYL ESTER AND RELATED COMPOUNDS [J].
FERDINANDI, ES ;
JUST, G .
CANADIAN JOURNAL OF CHEMISTRY-BACK YEAR, 1971, 49 (07) :1070-+