کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5275902 1385545 2007 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Protected propargylic acetals. Nicholas-Prins cyclization leading to functionalized 2-alkynyl-tetrahydropyrans. Intramolecular trapping by allenes
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Protected propargylic acetals. Nicholas-Prins cyclization leading to functionalized 2-alkynyl-tetrahydropyrans. Intramolecular trapping by allenes
چکیده انگلیسی

Dicobalt hexacarbonyl complexes derived from propargylic acetals undergo Lewis acid-mediated Nicholas-Prins cyclization in the presence of homoallylic alcohols. The trapping of the resulting cyclic carbocation enables the synthesis of a series of functionalized tetrahydropyrans. The complexation of the triple bond contributes to the suppression of the side reactions and very significantly increases both the yield and the diastereoselectivity of the reaction. Homoallenic alcohols lead to dienic compounds through proton elimination.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 48, Issue 44, 29 October 2007, Pages 7801-7804
نویسندگان
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