کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5214735 | 1383207 | 2015 | 9 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
The first enantioselective total synthesis of lantalucratin C and determination of its absolute configuration
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Described here is the first enantioselective total synthesis of lantalucratin C, which was isolated from the rainforest plant Lantana involucrata, and which possesses anti-tumor activity. The OH group on the aromatic ring was systematically introduced by an appropriate management of the OH protecting groups. The alkyl side chain connected to a chiral carbon center was incorporated by directed ortho-lithiation of naphthalenes followed by asymmetric epoxidation. The furano-1,2-naphthoquinone skeleton was constructed from 3-hydroxyalkylnaphthalene by CAN-mediated oxidative cyclization. The absolute stereochemistry at the C2 carbon was assigned the R-configuration by the Kusumi-Mosher method.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 71, Issue 38, 23 September 2015, Pages 6672-6680
Journal: Tetrahedron - Volume 71, Issue 38, 23 September 2015, Pages 6672-6680
نویسندگان
Tokutaro Ogata, Manami Tanaka, Momoe Ishigaki, Maki Shimizu, Arisa Nishiuchi, Kiyofumi Inamoto, Tetsutaro Kimachi,