کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5268151 | 1385355 | 2011 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Stereoselective construction of carbocycles and heterocycles via cascade reactions involving curcumins and nitroalkenes
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
The reaction of curcumins with nitroalkenes has been investigated for the first time. Highly functionalized cyclohexanones possessing three contiguous chiral centers with complete diastereoselectivity have been synthesized through an inter-intramolecular double Michael reaction involving curcumin and nitroalkene under extremely simple experimental conditions (K2CO3 in aqueous THF). Under identical conditions, curcumins react with α-bromonitroalkenes to afford dihydrofurans through an intermolecular Michael addition-intramolecular nucleophilic substitution (O-alkylation), which is analogous to an 'interrupted' Feist-Benary reaction. These novel transformations of curcumins empower us to expand the repertoire of curcumin based therapeutics.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 52, Issue 2, 12 January 2011, Pages 258-262
Journal: Tetrahedron Letters - Volume 52, Issue 2, 12 January 2011, Pages 258-262
نویسندگان
Narasimham Ayyagari, Deena Jose, Shaikh M. Mobin, Irishi N.N. Namboothiri,