73789-85-2Relevant academic research and scientific papers
Anodic Oxidation of Isopropyl and Tert-Butylbenzenes. Synthetic Routes to Certain Cyclohexa-1,4-Dienes
Barba, Isidoro,Tornero, Marcial
, p. 9967 - 9976 (2007/10/02)
The anodic methoxylation of p-cymene and p-tert-butyltoluene afforded side-chain methoxylated products as well as nuclear-addition products.For nuclear-addition products both cis/trans isomers are possible and in both cases the cis isomer is in higher proportion than the trans one.The anodic methoxylation of 1,4-di-tert-butylbenzene afforded only nuclear-addition products and the anodic methoxylation of 1,4-di-isopropylbenzene afforded only side-chain products.A probable mechanism is provided.
Unidirectional Dieckmann Cyclizations on a Solid Phase and in Solution
Crowley, John I.,Rapoport, Henry
, p. 3215 - 3227 (2007/10/02)
Dieckmann cyclization of 2percent divinylbenzene-copolystyrene resin alkyl pimelates and analogous benzyl alkyl pimelates is reported.The use of uniquely single-labeled dioate esters has allowed analysis of the direction of closure via decarboxylation of the keto ester products.The influence of steric factors on the competition between enolate condensation and transesterification and upon the direction of closure of the cyclization has been evaluated, and the conditions for achieving >99percent regioselective closure are described.Modifications in the conditions of solid-phase peptide synthesis required for successful high-temperature enolate cyclization have been developed and the results are compared to solution reactions of benzyl alkyl esters under similar conditions.The resin attachment afforded a clear benefit over the benzyl models and greatly simplified isolation and purification of the resulting β-keto esters.
