Tetrahedron Letters p. 2739 - 2742 (1996)
Update date:2022-08-03
Topics:
Wang
Middleton
Thymidine was converted to its 5'(S)-epoxy derivative, which reacted with nucleophiles to give 5'(S)-C-aminomethyl-, 5'(S)-C-azidomethyl, 5'(S)-C-cyanomethyl-, and 5'(S)-C-methoxymethyl-thymidine with defined stereochemistry. 5'-C-Allyl- and 5'-C-nitromethylthymidines were prepared from an aldehyde derivative. Stereochemistry of 5'-C-branched thymidines was assigned with the help of NOE experiments. Four 5'-C-branched thymidines were incorporated into oligodeoxynucleotides.
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Doi:10.1002/anie.199608861
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(1955)