HIGHLY STEREOSELECTIVE TOTAL SYNTHESES OF PROSTAGLANDINS VIA STEREOSPECIFIC SULFENATE-SULFOXIDE TRANSFORMATIONS - 13-CIS-15-BETA PROSTAGLANDINS-E1 TO PROSTAGLANDINS-E1

被引：92
作者：
MILLER, JG
KURZ, W
UNTCH, KG
STORK, G
机构：
[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027
[2] SYNTEX RES,INST ORG CHEM,PALO ALTO,CA 94304
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1974年 / 96卷 / 21期
关键词：
D O I：
10.1021/ja00828a047
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：6774 / 6775
页数：2
相关论文
共 10 条
[1]   INTRAMOLECULAR REACTIONS .8. INTERCEPTION OF SULPHENATE ESTERS FORMED IN REARRANGEMENT OF SULPHOXIDES [J].
ABBOTT, DJ ;
STIRLING, CJ .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (05) :818-&
[2]   STUDIES IN PROSTAGLANDINS .9. SYNTHESIS OF (+1-)-PROSTAGLANDIN-E1, (+1-)-11-DEOZYPROSTAGLANDINS-E1, F1ALPHA, AND F1BETA, AND (+1-)-9-OXO-13-CIS-PROSTENOIC ACID BY CONJUGATE ADDITION OF VINYLCOPPER REAGENTS [J].
ALVAREZ, FS ;
WREN, D ;
PRINCE, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (22) :7823-&
[3]   A GENERAL ELECTROCYCLIC REARRANGEMENT OF SULPHONIUM YLIDS [J].
BALDWIN, JE ;
HACKLER, RE ;
KELLY, DP .
CHEMICAL COMMUNICATIONS, 1968, (10) :538-&
[4]   THERMAL RACEMIZATION OF ALLYLIC SULFOXIDES AND INTERCONVERSION OF ALLYLIC SULFOXIDES AND SULFENATES - MECHANISM AND STEREOCHEMISTRY [J].
BICKART, P ;
CARSON, FW ;
JACOBUS, J ;
MILLER, EG ;
MISLOW, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (18) :4869-&
[5]   REVERSIBLE 1,3 TRANSPOSITION OF SULFOXIDE AND ALCOHOL FUNCTIONS - POTENTIAL SYNTHETIC UTILITY [J].
EVANS, DA ;
ANDREWS, GC ;
SIMS, CL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (19) :4956-&
[6]   ALLYLIC SULFOXIDES - USEFUL INTERMEDIATES IN ORGANIC SYNTHESIS [J].
EVANS, DA ;
ANDREWS, GC .
ACCOUNTS OF CHEMICAL RESEARCH, 1974, 7 (05) :147-155
[7]   NUCLEOPHILIC CLEAVAGE OF ALLYLIC SULFENATE ESTERS - MECHANISTIC OBSERVATIONS [J].
EVANS, DA ;
ANDREWS, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (10) :3672-&
[8]   STUDIES IN PROSTAGLANDINS .11. SYNTHESIS OF 13-CIS-PROSTAGLANDINS VIA A HIGHLY STEREOSELECTIVE CONJUGATE ADDITION WITH A FUNCTIONALIZED ORGANOCOPPER REAGENT [J].
KLUGE, AF ;
UNTCH, KG ;
FRIED, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (26) :9256-9258
[9]   STUDIES IN PROSTAGLANDINS .10. SYNTHESIS OF PROSTAGLANDIN MODELS AND PROSTAGLANDINS BY CONJUGATE ADDITION OF A FUNCTIONALIZED ORGANOCOPPER REAGENT [J].
KLUGE, AF ;
UNTCH, KG ;
FRIED, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (22) :7827-&
[10]  
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