کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5220578 1383392 2012 11 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Pyridylmagnesiates: generation by bromine-metal exchange and enantioselective addition to aldehydes
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Pyridylmagnesiates: generation by bromine-metal exchange and enantioselective addition to aldehydes
چکیده انگلیسی

Butyl and dibutylmagnesiates incorporating chiral ligands have been prepared and their reactivity studied. The reagents were efficient to promote the clean bromine-magnesium exchange of azinyl bromides at room temperature and subsequent reaction with aldehydes affording pyridylcarbinols. (R,R)-TADDOL-based dibutylmagnesiate was the best reagent leading to acceptable to good enantioselectivities, depending on the substrate and on the aldehyde substitution. This is the first example of enantioselective addition of in situ generated pyridylmagnesiate to carbonyl electrophiles.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 68, Issue 21, 27 May 2012, Pages 4018-4028
نویسندگان
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