کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5217500 1383297 2013 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Total synthesis of (±)-lantalucratins A and B by CAN-mediated oxidative cyclization
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Total synthesis of (±)-lantalucratins A and B by CAN-mediated oxidative cyclization
چکیده انگلیسی

The first total synthesis of (±)-lantalucratins A and B is described. Introduction of an alkyl side chain at the 6-position was proceeded by directed ortho-lithiation and subsequent alkylation reaction to afford 6-alkyl-5,7,8-trimethoxy-1-naphthol as a synthetically important intermediate for (±)-lantalucratins A and B in excellent yield with complete regioselectivity. The 1,2-naphthoquinone fused five-membered cyclic ether framework was constructed directly from 3-hydroxyalkyl-naphthalenes by oxidative intramolecular cyclization reaction with diammonium cerium(IV) nitrate. (±)-Lantalucratins A and B were obtained in 69% and 45% overall yields, respectively.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 69, Issue 48, 2 December 2013, Pages 10470-10476
نویسندگان
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