کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5273508 | 1385491 | 2013 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
A short and enantioselective preparation of taxol A-ring fragment
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Two short preparations of the taxol A-ring fragment are described: one via organocatalyzed α-aminoxylation and the other via Sharpless asymmetric dihydroxylation (SAD). The former approach affords the A-ring fragment in 10 steps, and the latter approach involves eight steps to afford the new A-ring fragment in 91% ee, which is made enantiomerically pure through recrystallization. The new A-ring fragment bearing a bromoalkene is confirmed to be useful to form the carbocyclic eight-membered ring of a taxol model compound by palladium-catalyzed intramolecular alkenylation. The preparation of the new A-ring fragment will be beneficial for the total synthesis of taxol as well as other natural products
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 54, Issue 14, 3 April 2013, Pages 1888-1892
Journal: Tetrahedron Letters - Volume 54, Issue 14, 3 April 2013, Pages 1888-1892
نویسندگان
Sho Hirai, Naoko Urushizako, Masayuki Miyano, Tomohiro Fujii, Masahisa Nakada,