| Boc或Cbz保护的L-脯氨醇衍生物的稳定性 |
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| 引用本文： | 王阁,曹小辉,孙慧超,陈立功.Boc或Cbz保护的L-脯氨醇衍生物的稳定性[J].有机化学,2011,31(6). |
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| 作者姓名： | 王阁 曹小辉 孙慧超 陈立功 |
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| 作者单位： | 天津大学化工学院,天津,300072 |
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| 摘 要： | 近年来,L-脯氨醇衍生物催化的不对称Michael加成反应已经成为手性催化研究领域的热点.而在L-脯氨醇衍生物的合成中,常常涉及到L-脯氨醇氨基的保护.为此,研究了Boc和Cbz保护的脯氨醇衍生物的稳定性,发现Boc保护的L-脯氨醇在羟基被取代为易离去基团时,就变得不稳定,在67℃就发生分子内环合生成化合物y-丁内酯;而Cbz保护的L-脯氨醇衍生物的稳定性要好得多,在140℃且有三乙胺存在时,才会发生类似的分子内环合反应.
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| 关 键 词： | 脯氨醇衍生物 稳定性 Cbz保护 Boc保护 环合 |
Stability of Cbz or Boc Protected L-Prolinol Derivatives |
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| Wang Ge,Cao Xiaohui,Sun Huichao,Chen Ligong.Stability of Cbz or Boc Protected L-Prolinol Derivatives[J].Chinese Journal of Organic Chemistry,2011,31(6). |
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| Authors: | Wang Ge Cao Xiaohui Sun Huichao Chen Ligong |
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| Institution: | Wang,Ge Cao,Xiaohui Sun,Huichao Chen,Ligong(School of Chemical Engineering,Tianjin University,Tianjin 300072) |
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| Abstract: | Recently,the asymmetric Michael addition mediated by the derivatives of L-prolinol has been a big hit in the field of asymmetric synthesis.However,the protection of the amino group of L-prolinol is a key step and often involved in the synthesis of L-prolinol derivatives.Thus,the stability of Cbz or Boc pro-tected L-prolinol derivatives is investigated.It was found that when the hydroxyl group of Boc protected L-prolinol is replaced by easily leaving group,it is unstable and cyclization proceeds effectively ... |
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| Keywords: | derivative of prolinol stability Cbz protection Boc protection cyclization |
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