Enantiospecific Total Synthesis of (−)-Anhydromacrosalhine-methine and Partial Synthesis of the Antiamoebic Bisindole Alkaloid (−)-Macrocarpamine1

1998 ◽  
Vol 63 (5) ◽  
pp. 1478-1483 ◽  
Author(s):  
Tong Gan ◽  
James M. Cook
1972 ◽  
Vol 25 (7) ◽  
pp. 1521 ◽  
Author(s):  
A Rahman ◽  
BM Vuano ◽  
NM Rodriguez

Starting from ethyl 3-(1-naphthyl)propionate (1), the dibasic acid 4-(4-carboxy-ethyl-I-naphthyl)butyric acid (3) was prepared, which served as a key compound for the synthesis of 5,6-dihydro-4H-benz[de]anthraoene (6) by a double intramolecular cyclization. The monocyolization of the dibasic acid (3) gave rise by a preferential six-membered ring closure, to 3-(1-oxo-1,2,3,4-tetrahydro-9-phenanthryl)propionic acid (7). A partial synthesis of 5,6-dihydro-4H-benz[de]anthracene (6), by succinoylation of perinaphthane followed by usual synthetic steps, is reported as confirmatory evidence of the identity of (6) obtained by double cyclization of the diacid. Some aspects of the orientation of intramolecular acylation are discussed.


1956 ◽  
Vol 78 (24) ◽  
pp. 6347-6353 ◽  
Author(s):  
Raphael Pappo ◽  
Barry M. Bloom ◽  
William S. Johnson

1994 ◽  
Vol 35 (23) ◽  
pp. 3877-3878 ◽  
Author(s):  
Yingzhi Bi ◽  
James M. Cook ◽  
Philip W. LeQuesne

Synthesis ◽  
2007 ◽  
Vol 2007 (5) ◽  
pp. 669-674 ◽  
Author(s):  
Tomomi Kawasaki ◽  
Kazuhiro Higuchi ◽  
Ryousuke Takei ◽  
Takashi Kouko

1970 ◽  
Vol 92 (6) ◽  
pp. 1704-1707 ◽  
Author(s):  
James P. Kutney ◽  
Walter J. Cretney ◽  
John R. Hadfield ◽  
Ernest Stanley. Hall ◽  
Vern R. Nelson

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