کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5217773 | 1383305 | 2013 | 9 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Regioselective and reductive cleavage of allyl ethers by NaBH4-HOAc
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Regioselective and reductive cleavage of allyl ethers by NaBH4-HOAc Regioselective and reductive cleavage of allyl ethers by NaBH4-HOAc](/preview/png/5217773.png)
چکیده انگلیسی
β-Enaminals were successfully synthesized in good to excellent yields by the reaction of C2-formylglycals with primary amines. Subsequent reaction with NaBH4 in HOAc led to unexpected reductive cleavage of allyl ether, i.e., the hydrodealkoxylation took place to produce the corresponding 3-deoxy-β-enaminals. In contrast, the reaction of β-enaminals with Zn/HOAc performed H4-elimination to afford a diene product. The result was attributed to the formation of a common eneiminium ion intermediate, and the different reduction reactivity.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 69, Issue 19, 13 May 2013, Pages 3991-3999
Journal: Tetrahedron - Volume 69, Issue 19, 13 May 2013, Pages 3991-3999
نویسندگان
Zi-Ping Lin, Fung Fuh Wong, Yen-Bo Chen, Chun-Hung Lin, Min-Tsang Hsieh, Jin-Cherng Lien, Yin-Hsuan Chou, Hui-Chang Lin,