Tetrahedron p. 6053 - 6070 (1993)
Update date:2022-09-26
Topics:
Botta, Maurizio
Saladino, Raffaele
Lamba, Doriano
Nicoletti, Rosario
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 Solladie 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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