Tetrahedron Letters p. 531 - 534 (1990)
Update date:2022-07-29
Topics:
Tronchet, Jean M. J.
Benhamza, Rachid
Bernardinelli, Gerald
Geoffroy, Michel
Reduction of 2'-deoxy-2'-hydroxyiminouridine derivatives led to a "first generation" hydroxylamine (2'-deoxy-2'-hydroxyaminouridine 8, mostly arabino configuration) which on treatment with aldehydes afforded the corresponding nitrones 9 which were reduced to "second generation" hydroxylamines 12.The modified nucleosides bearing a hydroxylamino group at the 2'-position, when of arabino configuration underwent conjugate addition onto the uracil ring leading to novel types of cyclonucleosides (3,5,10,13).
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