A novel stereospecific radical cyclization of 2′,3′-O-isopropylideneuridine and -adenosine 5′-aldehyde to the corresponding 6,5′-cyclodihydrouridine and 8,5′-cycloadenosine derivatives Journal Article


Authors: Sugawara, T.; Otter, B. A.; Ueda, T.
Article Title: A novel stereospecific radical cyclization of 2′,3′-O-isopropylideneuridine and -adenosine 5′-aldehyde to the corresponding 6,5′-cyclodihydrouridine and 8,5′-cycloadenosine derivatives
Abstract: Treatment of 2′,3′-O-isopropylideneuridine 5′-aldehyde with tributyltin hydride in the presence of azobisisobutyronitrile affords (6S,5′S)-6,5′-cyclo-5,6-dihydro-2′,3′-O-isopropylideneuridine in a stereospecific manner. A similar reaction with N6-benzoyl-2′,3′-O-isopropylideneadenosine 5′-aldehyde leads to the corresponding 8,5′-cycloadenosine. © 1988.
Journal Title: Tetrahedron Letters
Volume: 29
Issue: 1
ISSN: 0040-4039
Publisher: Pergamon-Elsevier Science Ltd  
Date Published: 1988-01-01
Start Page: 75
End Page: 78
Language: English
DOI: 10.1016/0040-4039(88)80020-0
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 6 August 2020 -- Source: Scopus
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