Tetrahedron Letters p. 7987 - 7990 (1998)
Update date:2022-08-11
Topics:
Ovaa, Huib
Codee, Jeroen D. C.
Lastdrager, Bas
Overkleeft, Herman S.
Van Der Marel, Gijsbert A.
Van Boom, Jacques H.
A stereoselective and high yielding route is described to a suitably protected derivative of (3S, 4R, 5S)-(+)-3-amino-4,5-dihydroxycyclopent-1- ene, the side chain moiety of queuosine. The synthetic route comprises a ring-closing metathesis (RCM) of a mannofuranose-derived diene followed by Overman rearrangement.
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