Synthesis of optically active amino sugar derivatives using catalytic enantioselective hetero-Diels–Alder reactions
- 2 March 2000
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 6,p. 459-460
- https://doi.org/10.1039/a909115g
Abstract
A new synthetic method for the formation of optically active amino sugars using catalytic enantioselective inverse-electron demand hetero-Diels–Alder reactions of γ-amino-protected β,γ-unsaturated α-keto esters with vinyl ethers is presented; the catalytic reactions proceed in good yield with high diastereo- and enantioselectivity and fully control of the stereochemistry at the amino-carbon center.Keywords
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