Alkylation Reactions of 2-Methylpropyl 3-(2-Methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate

1994 ◽  
Vol 47 (9) ◽  
pp. 1727 ◽  
Author(s):  
L Mokbel ◽  
GP Savage ◽  
GW Simpson

The anion derived from 2-methylpropyl 3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate was reacted with methyl iodide to give cis and trans isomers of 2-methylpropyl 6-methyl-3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate. The reaction proceeded with high regioselectivity. A combination of n.m.r. experiments was used to determine that the major diastereoisomer was in a trans configuration. The dianion derived from 2-methylpropyl 3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate methylated at C1 and C6 with a roughly equal proportion of cis and trans isomers. When treated with 1 equiv. of 1-bromo-3-chloropropane the same dianion alkylates at C1 to give 2-methylpropyl 1-(3-chloropropyl)-3-(2-methylpropoxy)-5-oxocyclohex-3-ene-1-carboxylate.

2008 ◽  
Vol 63 (10) ◽  
pp. 1149-1154 ◽  
Author(s):  
Werner Uhl ◽  
Andreas Vogelpohl

AbstractThe reaction of diethylaluminum hydride with the hydrazine derivatives 1-aminopyrrole and 1- aminopiperidine afforded the corresponding dialkylaluminum hydrazides (1 and 2) by the release of elemental hydrogen. Both products are dimeric in the solid state. While 1 adopts a cis arrangement of the pyrrole groups, a trans configuration was determined for the piperidine compound 2. Only 1 gives an equilibrium mixture of cis and trans isomers in solution. Similar compounds (3 and 4) were obtained by the treatment of the same hydrazines with di(tert-butyl)gallium hydride. Both products exhibit the trans configuration in the solid state, but interestingly only the piperidine derivative 4 shows a cis/trans equilibrium in solution.


Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4539
Author(s):  
Nguyen Minh Thuy ◽  
Vo Minh ◽  
Tran Ben ◽  
My Tuyen Thi Nguyen ◽  
Ho Ha ◽  
...  

Butterfly pea flower have great sensory attraction, but they have not yet been used widely in Vietnam. Extracts of butterfly pea flowers can be used conveniently as a natural blue colorant for food products. In this study, the identification of anthocyanin compounds in butterfly pea flowers was performed by UPLC coupled with a UV and Mass spectrometer instrument. Positive and negative ion electrospray MS/MS chromatograms and spectra of the anthocyanin compounds were determined. By analyzing the chromatograms and spectra for each ion, five anthocyanins were identified in the butterfly pea flower extract; these were delphinidin-3-(6”‐p-coumaroyl)-rutinoside, cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl) glucose in both cis- and trans- isomers, cyanidin-3-(p-coumaroyl-glucoside) and delphinidin-3-pyranoside. Additionally, based on their intensity, it was determined that cyanidin-3-(p-coumaroyl-glucoside) was the most abundant anthocyanin, followed by cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl-glucoside), delphinidin-3-(6”-p-coumaroyl)-rutinoside and delphinidin-3-pyranoside. In this study, cyanidin derivatives were discovered in butterfly pea flower extract, where these compounds had not been detected in previous studies.


2020 ◽  
Vol 153 (24) ◽  
pp. 244308
Author(s):  
Ali Abou Taka ◽  
Mark C. Babin ◽  
Xianghai Sheng ◽  
Jessalyn A. DeVine ◽  
Daniel M. Neumark ◽  
...  

1957 ◽  
Vol 35 (8) ◽  
pp. 757-760 ◽  
Author(s):  
K. K. Carroll

The malonic ester synthesis of nervonic acid (tetracos-15-enoic acid) has been modified so that the product consists of pure cis rather than a mixture of cis and trans isomers. The modified synthesis has been used for the preparation of C14-labelled erucic and nervonic acids.


2002 ◽  
Vol 67 (1) ◽  
pp. 47-54 ◽  
Author(s):  
Zenon Łotowski ◽  
Jacek W. Morzycki ◽  
Izabella S. Niewczas ◽  
Marta Zdanowicz

Treatment of 16α-bromo-17-oxosteroids 1 and 2 with gaseous ammonia and successive air-oxidation afforded the cis and trans isomers of D-linked bis-steroid pyrazines. Analogous reaction of 1α-bromo-4-nor-5α-cholestan-2-one (3) led to unexpected hydrolysis products.


1965 ◽  
Vol 7 (8) ◽  
pp. 1504-1509 ◽  
Author(s):  
R.S. Muromova ◽  
I.D. Pletneva ◽  
T.V. Demidova ◽  
I.V. Shkhiyants ◽  
G.A. Tokareva

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