期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 47, 页码 16769-16772出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201603920
关键词
chiral sulfoxides; electrocyclic reactions; Lewis acids; Nazarov reaction; torquoselectivity
资金
- Ministere de l'Enseignement Superieur et de la Recherche
A Nazarov cyclization of activated dienones bearing a dihydropyran as an electron-donating group (EDG) and a chiral sulfoxide group as an electron-withdrawing group (EWG) and chiral inductor is described. The direction of the torquoselectivity depends highly on the nature of the Lewis acid promoter. This diastereodivergent strategy furnishes both trans stereoisomers from a common precursor. The potential of the Nazarov cyclization products was highlighted by further synthetic elaboration.
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