Lewis acid mediated Diels-Alder reactions of 6-vinylpurines

DOI: 10.1016/S0040-4020(96)01089-7

Source and publish data:

Tetrahedron p. 1777 - 1786 (1997)

Update date:2022-08-03

Topics:

Authors:

veras, Anniken T.

Gundersen, Lise-Lotte

Rise, Frode

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Article abstract of DOI:10.1016/S0040-4020(96)01089-7

6-Vinylpurines readily undergo Diels-Alder reactions with dienes. Both reactivity and endo selectivity are greatly improved when the cycloadditions are performed in the presence of zinc chloride. Lewis acid mediated Diels-Alder reaction of 6-vinylpurine riboside was employed as a key step in the synthesis of a nucleoside with structural resemblance to potent A₁ adenosine agonists.

Full text of DOI:10.1016/S0040-4020(96)01089-7

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