کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5278719 | 1385610 | 2009 | 4 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Total syntheses and absolute stereochemistry of decarestrictines C1 and C2
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
The total syntheses of decarestrictines C1 and C2 have been described. The synthetic strategy involves a practical and flexible approach using esterification and ring-closing metathesis to unite the acid and alcohol fragments. The acid fragments are enantiomers of each other and have been prepared from l-(â)-malic acid via similar transformations; in Sharpless asymmetric epoxidation, (+)-DET has been used for decarestrictine C1 and (â)-DET for decarestrictine C2. The alcohol fragment is identical for both decarestrictines C1 and C2 and has been accessed from d-(+)-mannitol. Comparison of the 1H and 13C NMR data combined with the computational studies predicts the presence of two conformations without and with hydrogen bonding (conformational isomers I and II for decarestrictine C1), respectively. The 1H and 13C NMR data for decarestrictine C2 completely agreed with the analytical data reported by Kibayashi et al.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 50, Issue 40, 7 October 2009, Pages 5636-5639
Journal: Tetrahedron Letters - Volume 50, Issue 40, 7 October 2009, Pages 5636-5639
نویسندگان
Debendra K. Mohapatra, Gokarneswar Sahoo, Dhondi K. Ramesh, J. Srinivasa Rao, G. Narahari Sastry,