A SYNTHESIS OF PROSTAGLANDIN F1ALPHA AND RELATED SUBSTANCES

被引:43
作者
JUST, G
SIMONOVITCH, C
LINCOLN, FH
SCHNEIDER, WP
AXEN, U
SPERO, GB
PIKE, JE
机构
[1] Department of Chemistry, McGill University, Montreal
[2] Experimental Chemistry Unit, Upjohn Company, Kalamazoo, Michigan
关键词
D O I
10.1021/ja01047a028
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of prostaglandins F1a, F1β, and a ber of related products is described. The key step of the syntheses involves the acid-catalyzed opening and rearrangement of epoxybicyclo[3.1.0]hexanes of the type 28. © 1969, American Chemical Society. All rights reserved.
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页码:5364 / +
页数:1
相关论文
共 43 条
[1]   PREPARATION OF HOMOBENZYL AND HOMOALLYL ALCOHOLS BY THE HYDROBORATION METHOD [J].
ALLRED, EL ;
SONNENBERG, J ;
WINSTEIN, S .
JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (01) :26-29
[2]  
BAGLI JF, 1966, TETRAHEDRON LETT, P465
[3]  
BAGLI JF, 1967, TETRAHEDRON LETT, P5
[4]  
BAGLI JF, 1966, 10 ANN MED CHEM S BL
[5]   A TOTAL SYNTHESIS OF A NATURAL PROSTAGLANDIN [J].
BEAL, PF ;
BABCOCK, JC ;
LINCOLN, FH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (13) :3131-&
[6]  
BERGQVIST MS, 1964, ARK KEMI, V22, P137
[7]  
BERGSTROM S, 1968, PHARMACOL REV, V20, P1
[8]   PROSTAGLANDINS - MEMBERS OF A NEW HORMONAL SYSTEM [J].
BERGSTROM, S .
SCIENCE, 1967, 157 (3787) :382-+
[9]  
BERGSTROM S, 1967, 2 NOB S
[10]   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