کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5221531 1383423 2011 22 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Studies culminating in the total synthesis and determination of the absolute configuration of (−)-saudin
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Studies culminating in the total synthesis and determination of the absolute configuration of (−)-saudin
چکیده انگلیسی

A full account of studies that culminated in the total synthesis of both antipodes and the assignment of its absolute configuration of Saudin, a hypoglycemic natural product. Two approaches are described, the first proceeding though bicyclic lactone intermediates and related second monocyclic esters. The former was obtained via asymmetric Diels-Alder cycloaddition and the latter by an asymmetric annulation protocol. Both approaches employ a Lewis acid promoted Claisen rearrangement, with the successful approach taking advantage of bidentate chelation to control the facial selectivity of the key Claisen rearrangement.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 67, Issue 51, 23 December 2011, Pages 9787-9808
نویسندگان
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