کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5224468 1383518 2008 8 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
A new route to optically pure highly functionalized tetrahydro-isoquinolines with a quaternary carbon stereocenter
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
A new route to optically pure highly functionalized tetrahydro-isoquinolines with a quaternary carbon stereocenter
چکیده انگلیسی

A facile synthesis of highly substituted, optically pure tetrahydro-isoquinolines with a quaternary carbon stereocenter is described. Glycolic cleavage of 1,2-dihydroxy-hexahydro-pyrrolo-isoquinolines 1 affords a mixture of cyclic hemiacetals, which can be converted via intramolecular chemoselective Cannizzaro reaction into respective β-amino alcohols, whereas the IBX oxidation gives N-formyl aldehydes. We have demonstrated the utility of such synthons by the synthesis of (+)-6,7-dimethoxy-salsoline-1-carboxylic acid and its new 1-phenyl analogue.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 64, Issue 10, 3 March 2008, Pages 2321-2328
نویسندگان
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