Preparation and crystal and molecular structure of erythro(1a?,2?,4a?)-2-hydroxy-4a-methyl-1a,2,4,4a,5,6,7, 8-octahydro-3H-naphth-[1,8a-b]-oxirene-2?-(2?-methyl)-acetic acid methyl ester, C15H24O4

1988 ◽  
Vol 18 (5) ◽  
pp. 641-645 ◽  
Author(s):  
R. G. Hofstraat ◽  
J. W. Scheeren ◽  
R. P. F. Kanters ◽  
J. M. M. Smits ◽  
Paul T. Beurskens
1977 ◽  
Vol 32 (6) ◽  
pp. 701-704 ◽  
Author(s):  
Gert Kollenz ◽  
Erich Ziegler ◽  
Walter Ott ◽  
Gert Kriwetz

4-Benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione (1) reacts with aldehydes or ketones via the acylketene-intermediate (2) yielding the 1,3-dioxin-4-ones (3). The aldehyde derivatives (3 a-e) can be converted into the anilino-chalcone (5) or the anilino acrylic acid (6) by treating with aniline at 20 °C. 6 and diazomethane combine to the acrylic acid methyl ester (7), which by heating (200 °C) is cyclisized to the quinolin-4-ole (8). On the other hand, the keto derivatives 3f-h and aniline give the dibenzoyl acetic acid anilide (9).


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