Synthesis of a new class of 5'-functionalized adenosines using a rh(ii)-catalyzed 1,3-dipolar cycloaddition.
[reaction: see text] Chemically protected adenosine was functionalized at the 5' position to generate novel dipolarophiles and mesoionic dipoles. These species were found to undergo facile 1,3-dipolar cycloaddition to afford a new series of adenosine derivatives that contain a point of diversification at the 5' position of adenosine.
Liu
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Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA. david.austin@yale.edu
Austin
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DJ
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D000255:Adenosine Triphosphate / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D018716:Molecular Mimicry; D012238:Rhodium / Q000737:chemistry
D000255:Adenosine Triphosphate; D012238:Rhodium; D000241:Adenosine