SnCl4 versus TiCl4-mediated coupling between N-6-benzoyladenine and perbenzoylated 2-deoxypyranose: Application to the synthesis of certain homochiral acyclo and carboacyclonucleosides

DOI: 10.1016/S0040-4020(01)96048-X

Source and publish data:

Tetrahedron p. 9993 - 10002 (1991)

Update date:2022-08-03

Topics:

Authors:

Baud, Marie-V.

Chavis, Claude

Lucas, Marc

Imbach, Jean-L.

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Article abstract of DOI:10.1016/S0040-4020(01)96048-X

1,3,4-tri-O-benzoyl 2-deoxyribopyranose and persilylated N-6-benzoyladenine react in two different and regioselective ways according to the nature of the coupling reagent SnCl₄ or TiCl₄. The former Lewis acid gives rise to the anomer

Full text of DOI:10.1016/S0040-4020(01)96048-X

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Product name:N-6-Benzoyl-9-(2'-deoxy-3',4'-di-O-benzoyl-β-D-ribopyranosyl)adenine

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