Tetrahedron

Synthese de la cyclo-5'-8 desoxy-5'adenosine: stereochimie et mecanisme de la cyclisation d'un derive de l'iodo-5'adenosine par le zinc

…, R Pontikis, A Merrien, C Merienne, M Baran-Marszak…

Index: Zylber, J.; Pontikis, R.; Merrien, A.; Merienne, C.; Baran-Marszak, M.; Gaudemer, A. Tetrahedron, 1980 , vol. 36, p. 1579 - 1584

Full Text: HTML

Citation Number: 8

Abstract

N, N'-Dibenzoyl 2', 3'-O-isopropylidene 5'-deoxy 5'-iodo adenosine can efficiently transformed into the corresponding 5', 8-cyclo-7, 8-dihydronucleoside by zinc in pyridine. Only one diastereoisomer is obtained. By spin decoupling and NOE techniques at 250 MHz, the R-configuration at C-8 was established. This compound showed typical dihedral angles of about 90° for the vicinal protons H-1', H-2'and H-3', H-4'. Using adenosine derivatives ...