کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5223347 | 1383484 | 2009 | 17 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Enantioselective synthesis of 11-substituted 2- or 3-methoxy-17-vinylgona-1,3,5(10)-trien-13-ols
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
The acylation of the (±)-spiro-γ-lactone 1 lithium enolate (3 equiv) by the O-TBDMS methyl (−)-(S)-lactate, the O-TBDMS methyl (+)-(S)-mandelate, or the diacetone-d-glucose carbonate (1 equiv each) occurs with a kinetic resolution. The (S,S)-enolate is the most reactive with the lactate and it is the (R,R)-enolate, which selectively reacts with the mandelate or the DAG carbonate. After alkylation of the resulting acyl lactones with 4- or 5-methoxy-1-iodobenzocyclobutene and heating, title compounds were obtained and, after deprotection, the structures of the optically pure new steroids were ascertained by single crystal X-ray analysis.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 65, Issue 1, 3 January 2009, Pages 177–193
Journal: Tetrahedron - Volume 65, Issue 1, 3 January 2009, Pages 177–193