A series of 2,4- and 2,5-cyclohexadiene-1,3-dicarboxylates were functionalized at the allylic position via oxidotion, (SeO2, PDC/t-BuOOH) and halogenation (NBS). The regiochemical outcome for different substrates and reactions was studied and the importance of factors such as reaction mechanism,steric hindrance and reaction intermediates stability was discussed.
Allylic functionalization of 2,5- and 2,4-cyclohexadiene-1,3-dicarboxylates / P. Seneci, M. Caspani, F. Monti, L. Carrano, S. Lociuro. - In: SYNTHETIC COMMUNICATIONS. - ISSN 0039-7911. - 28:11(1998), pp. 2097-2123.
Allylic functionalization of 2,5- and 2,4-cyclohexadiene-1,3-dicarboxylates
P. SeneciPrimo
;
1998
Abstract
A series of 2,4- and 2,5-cyclohexadiene-1,3-dicarboxylates were functionalized at the allylic position via oxidotion, (SeO2, PDC/t-BuOOH) and halogenation (NBS). The regiochemical outcome for different substrates and reactions was studied and the importance of factors such as reaction mechanism,steric hindrance and reaction intermediates stability was discussed.
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