A novel reagent for regioselective cleavage of 2,3-epoxyalcohols by fluoride - A synthesis of 3-fluoro-293-dideoxy-d-erythro-pentose

DOI: 10.1016/S0040-4039(00)60842-0

Source and publish data:

Tetrahedron Letters p. 7087 - 7088 (1992)

Update date:2022-07-31

Topics:

Authors:

Nikitenko, Antonia A.

Arshava, Boris M.

Mikerin, Igor E.

Raifeld, Yuri E.

Lee, Ving J.

Lang Jr., Stanley A.

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Article abstract of DOI:10.1016/S0040-4039(00)60842-0

The cleavage of the oxirane ring of 3,4-anhydro-2deoxy-D-threo-pentose diethyl acetal by (isopropoxy)-titanium fluorides is discussed. The high regioselectivity found with bis(isopropoxy) titanium difluoride is the basis for an enantioselective synthesis of 3-fluoro-2,3-deoxy-D-erythreo-pentose from a non-carbohydrate precursor.

Full text of DOI:10.1016/S0040-4039(00)60842-0

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