کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
2028776 1542733 2011 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Stereoselective construction of a steroid 5α,7α-oxymethylene derivative and its use in the synthesis of eplerenone
موضوعات مرتبط
علوم زیستی و بیوفناوری بیوشیمی، ژنتیک و زیست شناسی مولکولی زیست شیمی
پیش نمایش صفحه اول مقاله
Stereoselective construction of a steroid 5α,7α-oxymethylene derivative and its use in the synthesis of eplerenone
چکیده انگلیسی

A new and practical method for a stereoselective construction of a steroid 5α,7α-oxymethylene derivative has been developed and successfully applied to the stereoselective synthesis of eplerenone (8). Starting with available 11α-hydroxyl canrenone (1), eplerenone (8) was synthesised in seven steps with a 48% overall yield.

Research highlights▶ A new and practical method for a stereoselective construction of a steroid 5α,7α-oxymethylene derivative is described. ▶ 1,6-Michael addition of 9(11)-canrenone (3) with i-PrOMe2SiCH2MgCl/CuI·2LiCl or i-PrOMe2SiCH2MgCl/CuBr·Me2S catalyzed by BF3·OEt2 provides the desired 7α addition product. ▶ This method is successfully applied to the stereoselective synthesis of Eplerenone (8).

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Steroids - Volume 76, Issues 1–2, January 2011, Pages 56–59
نویسندگان
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