The unexpected and efficient direct nucleophilic C-4 hydroxy (oxo) substitution by sodium alkoxides on 2-methoxy- and 2-methylthio-4(3H)- pyrimidinones bearing a diethylamino moiety on the c-6 side chain is reported. An unprecedented tandem C-6 side chain Hofmann-like elimination /C- 4 pyrimidinone substitution is also reported. This provides a good method for the synthesis of new C-6 vinyl cytosine derivatives.
An unexpected and efficient direct nucleophilic C-4 hydroxy substitution on 2-methoxy- and 2 methylthio-4(3H)-pyrimidinones bearing a diethylamino moiety on the C-6 side chain
Botta M.;Crestini C.;Nicoletti R.
1997-01-01
Abstract
The unexpected and efficient direct nucleophilic C-4 hydroxy (oxo) substitution by sodium alkoxides on 2-methoxy- and 2-methylthio-4(3H)- pyrimidinones bearing a diethylamino moiety on the c-6 side chain is reported. An unprecedented tandem C-6 side chain Hofmann-like elimination /C- 4 pyrimidinone substitution is also reported. This provides a good method for the synthesis of new C-6 vinyl cytosine derivatives.
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