کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5228098 1383624 2008 8 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
New chiral tetraaza ligands for the efficient enantioselective addition of dialkylzinc to aromatic aldehydes
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
New chiral tetraaza ligands for the efficient enantioselective addition of dialkylzinc to aromatic aldehydes
چکیده انگلیسی

A series of chiral tetraaza ligands were studied for the enantioselective addition of dialkylzinc to aldehydes. These bis(amino amide) ligands show high enantioselectivity in the addition of organozincs to aromatic aldehydes. Different structural elements on the ligands seem to play an important role in determining the observed enantioselectivity. Ligand 4b (N,N′-bis(N-l-valinyl)-1,3-diaminopropane, with an aliphatic spacer with 3C atoms) catalyzed the addition of Et2Zn to benzaldehyde, 1-naphtaldehyde, 4-methoxybenzaldehyde, and 4-chlorobenzaldehyde to give the corresponding alcohol products with excellent conversions and selectivities and with enantioselectivities of 99, 97, 98, and 82%, respectively. DFT calculations provide an understanding of the mechanism of the enantioselection process.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 64, Issue 41, 6 October 2008, Pages 9717-9724
نویسندگان
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