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ChemInform Abstract: Chiral, Densely Functionalized Cycloheptanes from Carbohydrates. Part 1. The Nitrone Route.

✍ Scribed by Jose Marco-Contelles; Elsa de Opazo

Publisher: John Wiley and Sons
Year: 2010
Weight: 29 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199933099

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✦ Synopsis

Chiral, Densely Functionalized Cycloheptanes from Carbohydrates. Part 1. The Nitrone Route.

-The first example of an intramolecular 1,3-dipolar cycloaddition of a chiral, acyclic 7-alkenyl tethered N-benzyl nitrone (IV) is described that provides a new and efficient asymmetric access to chiral, densely functionalized cycloheptanes such as (V) from carbohydrates.

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The first intramolecular 1,3-dipolar cycloaddition of an acyclic, chiral, polyfunetionalized 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.

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