کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5272769 | 1385472 | 2009 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
An efficient synthetic route to substituted tetrahydropyrimidines by Cu(OTf)2-mediated nucleophilic ring-opening followed by the [4+2] cycloaddition of N-tosylazetidines with nitriles
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
A highly efficient strategy for Cu(OTf)2-mediated SN2 type nucleophilic ring-opening followed by the [4+2] cycloaddition reactions of a number of 2-aryl-N-tosylazetidines with nitriles to afford a variety of substituted tetrahydropyrimidines in excellent yields is reported. The resulting tetrahydropyrimidines could easily be transformed into synthetically important 1,3-diamines by acid-catalyzed hydrolysis. The strategy has been extended to the synthesis of enantiomerically pure tetrahydropyrimidines from enantiopure disubstituted azetidines. The reaction proceeds through an SN2 type mechanism as proposed by us earlier.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 50, Issue 10, 11 March 2009, Pages 1105-1109
Journal: Tetrahedron Letters - Volume 50, Issue 10, 11 March 2009, Pages 1105-1109
نویسندگان
Manas K. Ghorai, Kalpataru Das, Amit Kumar,