کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5265615 | 1385289 | 2012 | 4 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Preliminary stereochemical investigation of the Atherton-Todd-type reaction between valine hydrospirophosphorane and phenols
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
The Atherton-Todd-type reaction of pentacoordinate hydrospirophosphoranes synthesized from l-valine with phenols was first investigated. A series of new types of phenoxy spirophosphoranes were stereospecifically synthesized and a preliminary stereochemical mechanism was proposed by 31P NMR tracing experiments and X-ray diffraction analysis. The reaction proceeded via the initial generation of chlorinated spirophosphorane intermediate with retention of the configuration at phosphorus, followed by the rear attack of nucleophilic substitution with phenols to produce phenoxy spirophosphoranes with stereoinversion of the phosphorus chiral center.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 53, Issue 46, 14 November 2012, Pages 6302-6305
Journal: Tetrahedron Letters - Volume 53, Issue 46, 14 November 2012, Pages 6302-6305
نویسندگان
Shuxia Cao, Yanchun Guo, Jun Wang, Lin Qi, Peng Gao, Huamin Zhao, Yufen Zhao,