Chiral, densely functionalized cycloheptanes from carbohydrates. I. The nitrone route

DOI: 10.1016/S0040-4039(99)00769-8

Source and publish data:

Tetrahedron Letters p. 4445 - 4448 (1999)

Update date:2022-08-04

Topics: Synthesis Oxidation Regioselectivity Chiral Reduction Imine Enantiomers Intermediate Starting Material Condensation Reaction Stereoselectivity Functional Groups Carbohydrates Reaction pathway Mirror image N-oxide

Authors:

Marco-Contelles, Jose

De Opazo, Elsa

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Article abstract of DOI:10.1016/S0040-4039(99)00769-8

The first intramolecular 1,3-dipolar cycloaddition of an acyclic, chiral, polyfunctionalized 7-alkenyl tethered N-benzyl nitrone is reported. This is a new and efficient approach for the synthesis of chiral, densely functionalized cycloheptanes from carbohydrates.

Full text of DOI:10.1016/S0040-4039(99)00769-8

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