کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5217494 | 1383297 | 2013 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Addition of aldehydes with allyltrichlorosilane catalyzed by chiral bis-N-O secondary amides
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
New axially N-oxide amides derived from l-tryptophan were prepared and used as organocatalysts in enantioselective allylation of aromatic aldehydes with allyltrichlorosilanes. The corresponding addition adducts homoallylic chiral alcohols obtained high enantioselectivities (up to 96% ee) when 1 mol % of catalyst was used. The unexpected result is the addition product's absolute configuration is R when (R)-chiral amides was used, in contrast, it was (S) when (R)-chiral methyl ester were used in allylation. It exhibited that the N atoms of amides take part in the transition state procedure.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 69, Issue 48, 2 December 2013, Pages 10431-10437
Journal: Tetrahedron - Volume 69, Issue 48, 2 December 2013, Pages 10431-10437
نویسندگان
Yu Deng, Wei Pan, Yu-Ning Pei, Jin-Liang Li, Bing Bai, Hua-Jie Zhu,