Researches on antiviral agents. 3. synthesis and transformations of racemic and chiral 6-oxiranyl pyrimidinones.
M Botta, R Saladino, D Lamba, R Nicoletti
Index: Botta, Maurizio; Saladino, Raffaele; Lamba, Doriano; Nicoletti, Rosario Tetrahedron, 1993 , vol. 49, # 27 p. 6053 - 6070
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Citation Number: 37
Abstract
The synthesis of epoxides 3, 4 and 6 has been described. The transformation of 3 into C-6 alkylated uracils 22a–e, 23a–d, 24 and 25 is also reported. The chiral epoxide (S)-(+)-3 has been prepared via a modified Solladiè procedure, while the ZnCl2-DIBAH reduction step failed to give the expected enantiomer (R)-(−)-3. This result has been discussed on the ground of molecular modeling studies.
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