کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1314998 975998 2007 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis of a new fluorinated oxazolidinone and its reactivity as a chiral auxiliary in Aldol reactions
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
Synthesis of a new fluorinated oxazolidinone and its reactivity as a chiral auxiliary in Aldol reactions
چکیده انگلیسی

A new enantiomerically pure fluorinated oxazolidinone has been prepared from a fluorinated imidoyl chloride and an optically pure sulfoxide. The diastereoselective reduction of the β-iminosulfoxide thus formed followed by elimination of the sulfoxide and cyclization of the created aminoalcohol furnishes the desired product. The fluorinated oxazolidinone was subsequently used as a chiral auxiliary in Aldol reactions. We also found that the selective formation of the syn-Evans and syn-non-Evans diastereoisomer can be controlled by adjusting the Lewis acid/base ratio.

The synthesis of a new enantiomerically pure fluorinated oxazolidinone and its use as a chiral auxiliary in Aldol condensations are described.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Fluorine Chemistry - Volume 128, Issue 6, June 2007, Pages 647–653
نویسندگان
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