کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5224724 | 1383526 | 2008 | 9 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Reactivity of lithium 2,3-dihydro-1-benzothiophene-1-oxide toward aldehydes and imines and DFT calculations
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
The sulfinyl carbanion derived from 2,3-dihydro-1-benzothiophene-1-oxide and its lithium salt has been investigated by DFT calculations. The lithium carbanion was treated with aldehydes and imines to give chiral hydroxy and amino derivatives, with high stereoselectivity at the carbon α to the sulfoxide group (trans diastereoisomers), but with low diastereoselectivity at the hydroxyl or amine group. DFT calculations were used to rationalize the different stereochemical behavior of cyclic and acyclic lithiated sulfoxides in the reaction with aldehydes and azomethines.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 64, Issue 27, 30 June 2008, Pages 6349-6357
Journal: Tetrahedron - Volume 64, Issue 27, 30 June 2008, Pages 6349-6357
نویسندگان
Enzo Cadoni, Massimiliano Arca, Michele Usai, Claudia Fattuoni, Efisio Perra, Maria G. Cabiddu, Stefania De Montis, Salvatore Cabiddu,