Photodecarboxylative additions of phenoxyacetates to N-methylphthalimide
Hatoum, Fadi, Gallagher, Sonia, and Oelgemöller, Michael (2009) Photodecarboxylative additions of phenoxyacetates to N-methylphthalimide. Tetrahedron Letters, 50 (47). pp. 6593-6596.
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Photoaddition of various phenoxyacetates to N-methylphthalimide affords the corresponding hydroxyphthalimidines in yields of 21–93%. The diastereoselectivity of the intermolecular addition is studied for a series of 2-substituted phenoxyacetates with low diastereoselectivities being observed. Comparison experiments with anisole and ether-containing phthalimide confirm that the crucial electron-transfer step occurs from the carboxylate functionality.
|Item Type:||Article (Refereed Research - C1)|
|Keywords:||photodecarboxylation; phthalimides; photochemistry; addition reactions; photoinduced electron transfer|
|FoR Codes:||03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100%|
|SEO Codes:||97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%|
|Deposited On:||13 Apr 2010 10:27|
|Last Modified:||18 Oct 2013 01:00|
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