Stereocontrolled synthesis of O- and C-furanosides through 1,4- iodocyclisation of D-galactal

DOI: 10.1016/S0040-4020(99)00480-9

Source and publish data:

Tetrahedron p. 9245 - 9260 (1999)

Update date:2022-08-05

Topics:

Authors:

Jaouen, Veronique

Jegou, Anne

Lemee, Lenaick

Veyrieres, Alain

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Article abstract of DOI:10.1016/S0040-4020(99)00480-9

Iodocyclisation of 6-O-protected-D-galactal, followed by radical reduction, gives [2.2.1] bicyclic acetals which are regioselectively opened by various nucleophiles (alcohols, allyltrimethylsilane, triphenylphosphine) to give furanosyl compounds.

Full text of DOI:10.1016/S0040-4020(99)00480-9

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