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Synthesis of the dysiherbaine tetrahydropyran core utilizing improved tethered aminohydroxylation conditions

✍ Scribed by Christopher L. Carroll; A. Richard Chamberlin


Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
237 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis


A concise stereoselective route to the dysiherbaine tetrahydropyran core was achieved in 9 steps and 39% overall yield. Donohoe's improved tethered aminohydroxylation conditions were employed to concurrently install the amino and alcohol groups and construct the tetrahydropyran ring, which features four contiguous cis-stereocenters.