1. Diastereoselective allylation and crotylation of N-tert-butanesulfinyl imines with allylic alcohols
- Author
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Francisco Foubelo, Juan Alberto Sirvent, Miguel Yus, Olga Soares do Rego Barros, Universidad de Alicante. Departamento de Química Orgánica, Universidad de Alicante. Instituto Universitario de Síntesis Orgánica, and Síntesis Asimétrica (SINTAS)
- Subjects
Diastereoselectivity ,Allylic rearrangement ,organic chemicals ,Palladium-catalyzed allylation ,Metals and Alloys ,food and beverages ,Regioselectivity ,N-tert-butanesulfinyl imines ,General Chemistry ,Catalysis ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Reaction product ,chemistry.chemical_compound ,Química Orgánica ,Allylic alcohols ,chemistry ,Reagent ,Materials Chemistry ,Ceramics and Composites ,Organic chemistry ,Crotyl alcohol - Abstract
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. Spanish Ministerio de Ciencia e Innovación (Grant No. CTQ2011-24165), the Generalitat Valenciana (Grant No. PROMETEO/2009/039 and FEDER) and the University of Alicante. OSRB thanks CNPq of Brazil for a fellowship.
- Published
- 2014