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Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols

The palladium-catalyzed allylation of N-tert-butanesulfinyl imines with allylic alcohols in the presence of InI as reducing reagent takes place with high diastereoselectivity in reasonable yields. The reaction with crotyl alcohol is totally regioselective, leading to the anti-diastereomer as the mai...

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Published in:Chemical communications (Cambridge, England) England), 2014-07, Vol.50 (52), p.6898-6901
Main Authors: Barros, Olga Soares do Rego, Sirvent, Juan Alberto, Foubelo, Francisco, Yus, Miguel
Format: Article
Language:English
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Summary:The palladium-catalyzed allylation of N-tert-butanesulfinyl imines with allylic alcohols in the presence of InI as reducing reagent takes place with high diastereoselectivity in reasonable yields. The reaction with crotyl alcohol is totally regioselective, leading to the anti-diastereomer as the main reaction product.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc02317j