A new stereoselective route to preparing optically active 2-imino-penam derivatives

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作者
Herak, JJ
Vinkovic, M
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中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel and simple procedure for preparation of (5R,6S)-2-benzylimino-6-bromo-3-isopropylidene-penam 2 and (5R,6S)-2-benzylimino-3-isopropylidene-penam 8 is described. The 2-imino-penam derivatives are prepared by modification of the Cooper reductive rearrangement of 3 alpha-benzylamide of penicillanic acid sulfoxides. The absolute configurations of starting sulfoxides and imino-products are assigned on the basis of H-1-NMR spectroscopic studies and verified by X-ray structure analysis of sulfoxide 3b and imino-penam 8.
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页码:1367 / 1376
页数:10
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