کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5218317 1383323 2013 11 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Gold(I) catalysed cycloisomerisation of β-hydroxy propargylic esters to dihydropyrans/2H-pyrans via allene intermediates
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Gold(I) catalysed cycloisomerisation of β-hydroxy propargylic esters to dihydropyrans/2H-pyrans via allene intermediates
چکیده انگلیسی

Efficient cycloisomerisation of β-hydroxy propargylic esters to dihydropyrans/2H-pyrans via 1,3-carboxylate migration followed by regioselective hydroxyl addition to the transient allene intermediate catalysed by Ph3PAuCl/AgSbF6 is presented. Similar reactions on phosphorylated precursors led to phosphono-furans and phosphono-pyrans. In a few cases, self-condensation of β-hydroxy propargylic esters via catalytic nucleophilic substitution to macrocycles is observed. Key products are characterised by X-ray structure determination.

Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 69, Issue 37, 16 September 2013, Pages 8002–8012