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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 13
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Original Articles

A Total, Asymmetric Synthesis of 2-Deoxy-L-fucose from Furan

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Pages 1883-1893 | Accepted 25 Feb 1992, Published online: 23 Sep 2006
 

Abstract

The Diels-Alder adduct (+)−1 of furan to 1-cyanovinyl (1′S)-campha-nate was converted to methyl 3,5-O-diacetyl-2,6-deoxy-β-L-lyxo-hexofurano-side ((+)−12), a protected form of 2-deoxy-L-fucose, in 8 steps and 16.6% overall yield.

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