scholarly journals Expression of concern: A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones

2015 ◽  
Vol 13 (47) ◽  
pp. 11580-11580
Author(s):  
Richard Kelly
Keyword(s):  
Allene Oxide ◽  
Geometric Isomers

Expression of concern for ‘A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones’ by Adán B. González-Pérez et al., Org. Biomol. Chem., 2014, 12, 7694–7701.

Rearrangement of vinyl allene oxide geometric isomers to cyclopentenones. Further computational insights with biologically relevant model systems

2017 ◽  
Vol 15 (13) ◽  
pp. 2846-2855 ◽  
Author(s):  
Adán B. González-Pérez ◽  
Alexander Grechkin ◽  
Ángel R. de Lera
Keyword(s):  
Computational Study ◽  
Model Systems ◽  
Allene Oxide ◽  
Geometric Isomers ◽  
Relevant Model ◽  
Biologically Relevant ◽  
Biological Relevance ◽  
Naturally Occurring ◽  
Allene Oxides

A computational study of the rearrangement of vinyl allene oxides of biological relevance, which include alkyl (methyl, propyl) or unsaturated groups (allyl, crotyl) attached to the Csp3 atom has revealed interesting insights into the formation of naturally occurring cyclopentenones.

A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones

2014 ◽  
Vol 12 (39) ◽  
pp. 7694-7701 ◽  
Author(s):  
Adán B. González-Pérez ◽  
Alexander Grechkin ◽  
Ángel R. de Lera
Keyword(s):  
High Fidelity ◽  
Allene Oxide ◽  
Geometric Isomers ◽  
Allene Oxides

Z-Vinyl allene oxides are predicted to rearrange with high fidelity to stereodefined cyclopentenones through intermediate cyclopropanones.

scholarly journals Correction and removal of expression of concern: A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones

2017 ◽  
Vol 15 (13) ◽  
pp. 2856-2856 ◽  
Author(s):  
Richard Kelly
Keyword(s):  
Allene Oxide ◽  
Geometric Isomers

Correction and removal of expression of concern for ‘A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones’ by Adán B. González-Pérez et al., Org. Biomol. Chem., 2014, 12, 7694–7701.

Synthesis of the semi-rigid analogues of prothiadene and dithiadene as potential antidepressant and antihistamine agents: 11-[2-(Dimethylaminomethyl)cyclohexylidene]-6,11-dihydrodibenzo[b,e]thiepins and 4-[2-(dimethylaminomethyl)cyclohexylidene]-4,9-dihydrothieno-[2,3-c]-2-benzothiepins

1985 ◽  
Vol 50 (5) ◽  
pp. 1078-1088 ◽  
Author(s):  
Zdeněk Polívka ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jan Metyš ◽  
Miroslav Protiva
Keyword(s):  
Hydrochloric Acid ◽  
Ir Spectrum ◽  
Title Compound ◽  
Dilute Hydrochloric Acid ◽  
Amino Alcohols ◽  
Geometric Isomers ◽  
Pharmacological Testing

Reaction of dibenzo[b,e]thiepin-11(6H)-one with 2-(dimethylaminomethyl)cyclohexylmagnesium chloride gave a mixture of stereoisomeric amino alcohols IX from which four homogeneous bases (IXa to IXd) were separated by chromatography. Dehydration of these compounds with boiling dilute hydrochloric acid afforded mixtures of racemic geometric isomers of the title compound VII, which were separated by crystallization. To the prevailing less polar base VIIa (E)-configuration was assigned on the basis of the IR spectrum. Using a similar procedure, thieno[2,3-c]-2-benzothiepin-4(9H)-one gave mixture of amino alcohols X from which three homogeneous stereoisomers X-A to X-C were isolated. Their dehydration resulted in both expected racemic geometric isomers VIII-A and VIII-B. Pharmacological testing proved the character of an antidepressant for the semi-rigid analogue of dithiadene VIII.

15N, 13C, and 1H NMR Spectra of Azo and Hydrazo Compounds Derived from 1,3,3-Trimethyl-2-methylidene-2,3-dihydroindole (Fischer Base)

1998 ◽  
Vol 63 (7) ◽  
pp. 1012-1020 ◽  
Author(s):  
Antonín Lyčka ◽  
Josef Jirman ◽  
Alois Koloničný
Keyword(s):  
Double Bond ◽  
Hydrochloric Acid ◽  
Nmr Spectra ◽  
Coupling Constants ◽  
Azo Compounds ◽  
Passive Component ◽  
Geometric Isomers ◽  
H Nmr ◽  
Fischer Base ◽  
Hydrazone Form

The 15N, 13C, and 1H NMR spectra were measured for azo and hydrazo compounds derived from 1,3,3-trimethyl-2-methylidene-2,3-dihydroindole (Fischer base), which is a passive component with a terminal methylidene group. Products prepared by coupling in hydrochloric acid exist in the corresponding hydrazone form as the E-isomers. Neutralization gives a mixture of two isomeric azo compounds which differ in the arrangement at the C(2)=C(10) double bond. This mixture was alkylated with methyl iodide to obtain the =N-N(CH3)- hydrazone derivatives. The geometric isomers were resolved based on the NOESY approach and the stereospecific behaviour of the 2J(15N,13C) coupling constants was studied for the 15N-labelled compounds.

scholarly journals Formation of prostaglandin A analogues via an allene oxide.

1990 ◽  
Vol 265 (12) ◽  
pp. 6705-6712
Author(s):  
A R Brash ◽  
S W Baertschi ◽  
T M Harris
Keyword(s):  
Allene Oxide

Chemistry of singlet oxygen: Isolation and characterization of a stable allene oxide from a fulvene endoperoxide

1993 ◽  
Vol 34 (8) ◽  
pp. 1255-1258 ◽  
Author(s):  
Ihsan Erden ◽  
Jane Drummond ◽  
Roger Alstad ◽  
Fupei Xu
Keyword(s):  
Singlet Oxygen ◽  
Allene Oxide ◽  
Isolation And Characterization

Separation of geometric isomers of metal β-diketonates by supercritical fluid chromatography

1993 ◽  
Vol 16 (6) ◽  
pp. 372-375 ◽  
Author(s):  
Kenneth E. Laintz ◽  
Joshihiro Meguro ◽  
Shuichi Iso ◽  
Enzo Tachikawa
Keyword(s):  
Supercritical Fluid ◽  
Supercritical Fluid Chromatography ◽  
Geometric Isomers

Some Structural and Geometric Isomers of 1-Cyclohexyl-1,3-butadiene1

1956 ◽  
Vol 78 (5) ◽  
pp. 1054-1060 ◽  
Author(s):  
Oliver Grummitt ◽  
Zoltan Mandel
Keyword(s):  
Geometric Isomers
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