Efficient Route to Highly Functionalized Tetrahydrofurans by Stereocontrolled Silicon-directed Cyclization

DOI: 10.1002/recl.19941130608

Source and publish data:

Recueil des Travaux Chimiques des Pays-Bas p. 339 - 341 (1994)

Update date:2022-07-31

Topics:

Authors:

Delft, F. L. van

Marel, G. A. van der

Boom, J. H. van

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Article abstract of DOI:10.1002/recl.19941130608

Cyclization of 3,4,6-tri-O-benzyl-2,5-di-O-trimethylsilyl-1-deoxy-1-phenyldiisopropylsilyl-L-glucitol in the presence of BF3*Et2O or catalytic H2SO4 proceeds stereoselectively to give predominantly the fully benzylated 2,5-anhydro-L-glucitol derivative without occurrence of the Peterson elimination.

Full text of DOI:10.1002/recl.19941130608

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