A Cope Rearrangement-Based Route to Hexahydroazulenes
نویسندگان
چکیده
منابع مشابه
Antarafacial-Antarafacial Cope Rearrangement
Thermal rearrangement of 2-thiabicyclo[ 3.2.0]hepta-3,6-diene-6,7-dicarbonitriles 1-3 to their 4,5-dicarbonitrile isomers 4-6 takes place at 110-140 "C in yields of 82-84%. The reactions are first order with rates almost independent of the polarity of the solvent. Activation parameters (m = 120-140 kJ mol-' and AS* = 0 J K-l mol-') are in agreement with a concerted symmetry-allowed antarafacial...
متن کاملDiastereoselective diaza-Cope rearrangement reaction.
Steric effect is used to obtain a highly diastereoselective rearrangement reaction.
متن کاملA Theoretical Investigation of Kinetics and Mechanism of Aza-Cope Rearrangement
A theoretical study of the kinetic and mechanism of 3-aug-Cope rearrangement in gas phase was performed usingDET methods at B3LYP levels of theory with 6-3114iG(d,p) bass set at 298.I5K. Equilibrium moleculargeometries and harmonic vibrational frequencies of the reactant, transition state Did product were calculated. Then,rate constant and activation thermodynamics parameters were calculated an...
متن کاملConformation and Cope Rearrangement of sym-Oxepin Oxides
The synthesis of a homologous series of transoid, bridged sym-oxepin oxides (loa-c) is described. The lower homologues, IOa,b, do not undergo facile Cope rearrangement to the sym-oxepin oxides 15a,b. The generation of transoid 1Oc led rapidly to the production of the Cope rearrangement product 15c. The differing reactivity in the series loa-c is attributed to the inability of lOa,b to interconv...
متن کاملThe Cope rearrangement of gem-dimethyl substituted divinylcyclopropanes.
The reactivity of a range of substituted divinylcyclopropanes towards the thermal Cope rearrangement has been examined. The effects of gem-dimethyl substitution on the cyclopropane, the alkene geometry, the relative stereochemistry of the cyclopropane and the steric and electronic effects of a range of functional groups were all examined, and the methods developed were used to synthesise a rang...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2010
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol1013125