Isoxazolidine nucleosides bearing an hydroxyl group at C-3, have been prepared in only three steps, with overall high yields. The synthetic approach is based on the 1,3-dipolar cycloaddition of 3-carboxyalkyl- or acylnitrones to vinyl acetate, followed by condensation with silylated thymine or 5-fluorouracil and NaBH4 reduction. (C) 1996 Elsevier Science Ltd
Isoxazolidine nucleosides bearing an hydroxyl group at C-3, have been prepared in only three steps, with overall high yields. The synthetic approach is based on the 1,3-dipolar cycloaddition of 3-carboxyalkyl- or acylnitrones to vinyl acetate, followed by condensation with silylated thymine or 5-fluorouracil and NaBH4 reduction. (C) 1996 Elsevier Science Ltd
Modified dideoxynucleosides: Synthesis of 2'-N-alkyl-3'-hydroxyalkyl-1',2'-isoxazolidinyl thymidine and 5-fluorouridine derivatives
CHIACCHIO, Ugo;RESCIFINA, Antonio;
1996-01-01
Abstract
Isoxazolidine nucleosides bearing an hydroxyl group at C-3, have been prepared in only three steps, with overall high yields. The synthetic approach is based on the 1,3-dipolar cycloaddition of 3-carboxyalkyl- or acylnitrones to vinyl acetate, followed by condensation with silylated thymine or 5-fluorouracil and NaBH4 reduction. (C) 1996 Elsevier Science LtdI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
