Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 2, Pages 1019-1025Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02629
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- University of Versailles-St-Quentin-en-Yvelines
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A series of enantioenriched phenalene-derived compounds were accessed by a Friedel - Crafts/cyclization strategy. Starting from a,alpha,beta-unsaturated aldehydes and 2 naphthol derivatives, high levels of enantioselectivity were obtained through iminium-enamine catalysis. The catalytic system composed of a diphenylprolinol silyl ether organocatalyst and triethylamine as a base was applied to a combination of diversely functionalized substrates. The obtained phenalene-derived architectures are promising building blocks for reaching natural properties.
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