کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5223388 | 1383485 | 2010 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Enantioselective synthesis of bicylco[3.2.1]octan-8-ones using a tandem Michael–Henry reaction
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Bicyclo[3.2.1]octan-8-ones have been prepared from a tandem Michael–Henry reaction between cyclohexane-1,2-diones and nitroalkenes using a quinine-derived thiourea as the catalyst. Although four stereogenic centers were created during the reaction, only two diastereomers were obtained in good diastereoselectivity and high enantioselectivity (92–99% ee). When 3-methylcyclohexane-1,2-dione (R1=Me) was used as the substrate, only the regioisomeric product of the corresponding thermodynamic enolate was obtained.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 66, Issue 25, 19 June 2010, Pages 4423–4427
Journal: Tetrahedron - Volume 66, Issue 25, 19 June 2010, Pages 4423–4427