Synthesis of β-substituted alanines via Michael addition of nucleophiles to dehydroalanine derivatives

Synthesis of β-substituted alanines via Michael addition of nucleophiles to dehydroalanine derivatives
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DOI:
10.1039/b003353g
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发表时间:
2000-01-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子:
--
通讯作者:
Sebastiao, J
Sebastiao, J
中科院分区:
其他
文献类型:
--
作者:
Ferreira, PMT;Maia, HLS;Sebastiao, J

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通过亲核试剂与N-酰基-N-(叔丁氧羰基)脱氢丙氨酸甲酯的Michael加成反应,使用温和的反应条件和简单的后处理程序,以高产率合成了几种β-取代的丙氨酸。同样的方法也可以应用于含有脱氢丙氨酸的二肽。
Several beta-substituted alanines are synthesised in high yields by a Michael addition of nucleophiles to N-acyl-N-(tert-butoxycarbonyl)dehydroalanine methyl ester, using mild reaction conditions and simple work-up procedures. The same method can be applied to dipeptides containing dehydroalanine.