Chlorination of αβ-unsaturated carbonyl compounds. Part II. The mechanism of chlorination of para-substituted methyl cis- and trans-cinnamates in acetic acid

1968 ◽  
Vol 0 (0) ◽  
pp. 1018-1022 ◽  
Author(s):  
M. D. Johnson ◽  
E. N. Trachtenberg
1987 ◽  
Vol 60 (11) ◽  
pp. 4143-4144 ◽  
Author(s):  
Takashi Morimoto ◽  
Masao Hirano ◽  
Hiroyuki Ashiya ◽  
Hidetaka Egashira ◽  
Xiumin Zhuang

2007 ◽  
Vol 2 (1) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
William N. Setzer ◽  
William A. Haber

The leaf essential oils of five species of Beilschmiedia from Monteverde, Costa Rica (Beilschmiedia alloiophylla, B. brenesii, B. costaricensis, B. tilaranensis, and an undescribed Beilschmiedia species “chancho blanco”) have been obtained by hydrodistillation and analyzed by GC-MS in order to discern the differences and similarities between the volatile chemical compositions of these species. The principal constituents of B. alloiophylla leaf oil were germacrene D (18.9%), cis- and trans-β-ocimene (18.8% and 9.3%, respectively), α-pinene (11.8%), and bicyclogermacrene (9.1%). The leaf oil of B. brenesii was composed largely of the sesquiterpenes germacrene D (19.3%), β-caryophyllene (13.4%), α-copaene (9.0%), α-humulene (8.1%), and δ-cadinene (5.8%), and the carbonyl compounds 2-undecanone (12.8%), trans-2-hexenal (8.8%), and 2-tridecanone (3.8%). α-Bisabolol (72.1%) dominated the leaf oil of B. costaricensis, while B. tilaranensis had germacrene D (54.9%), β-caryophyllene (14.8%), and δ-cadinene (5.1%) as major components. Beilschmiedia “chancho blanco” leaf oil was composed largely of β-caryophyllene (16.6%), bicyclogermacrene (14.1%), and α-pinene (12.1%).


2003 ◽  
Vol 2003 (4) ◽  
pp. 184-185
Author(s):  
Raghvendra Shukla ◽  
László Kótai ◽  
Pradeep K. Sharma ◽  
Kalyan K. Banerji

The oxidation of aldo- and keto-phenylhydrazones by tetraamminecopper(2+) bis(permanganate) (TACP), in aqueous acetic acid, proceeds through a mechanism involving the formation of a cyclic activated complex, in the rate-determining step.


1976 ◽  
Vol 54 (4) ◽  
pp. 604-609 ◽  
Author(s):  
Choi Chuck Lee ◽  
Mitsuo Oka

The reaction of cis- or trans-1,2-dianisyl-2-phenylvinyl-2-13C bromide with HOAc–AgOAc gave a 1:1 mixture of cis- and trans-1,2-dianisyl-2-phenylvinyl-2-13C acetates with no isotopic scrambling according to pmr and cmr analyses. The lack of degenerate 1,2-phenyl shift in this system is in contrast with the finding of about 7% scrambling in the analogous reaction with triphenylvinyl-2-13C bromide and mechanistic implications of this difference are discussed.


1984 ◽  
Vol 62 (10) ◽  
pp. 1945-1953 ◽  
Author(s):  
Kam-Mui Eva Ng ◽  
Trevor C. McMorris

A versatile synthetic route to pterosins, sesquiterpenoid indanones present in bracken, Pteridiumaquilinum, has been developed. The route is exemplified by the synthesis of (2S,3S)-pterosin C by Friedel–Crafts bisacylation of the methyl ether of 2-(2,6-dimethylphenyl)ethanol with methylmalonyl chloride. Demethylation of the resulting 1,3-indandione and reduction with zinc and acetic acid in the presence of acetic anhydride and sodium acetate afforded a mixture of racemic cis and trans isomers of pterosin C diacetate, which was hydrolysed to the corresponding pterosins. Separation and resolution via the S-(+)-α-phenylbutyric esters gave (2S,3S)-pterosin C and (2R,3R)-pterosin C. Other pterosins were prepared as racemates from the 1,3-indandione.


Author(s):  
Shûichi Yamagiwa ◽  
Nobuto Hoshi ◽  
Hitoshi Sato ◽  
Hiroshi Kosugi ◽  
Hisachi Uda

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