D-葡萄糖衍生的γ-烯基胺与汞（II）盐的5-内型-环化反应：1-脱氧粟精胺及其8a-表异构体类似物的合成
The 5-endo-trig cyclization of D-glucose derived gamma-alkenylamines with mercury (II) salts: synthesis of 1-deoxycastanospermine and its 8a-epi-analogue.
作者信息
Dhavale Dilip D, Jachak Santosh M
机构信息
Department of Chemistry, Garware Research Centre, University of Pune, Pune- 411 007, India.
出版信息
Molecules. 2005 Aug 31;10(8):893-900. doi: 10.3390/10080893.
Abstract
The intramolecular aminomercuration of gamma-alkenylamines 1a, 1b and 4 was shown to afford the 5-endo-trig cyclized product exclusively in good yield. The utility of pyrrolidine derivatives thus obtained from D-glucose derived gamma-alkenylamines 1a and 1b was demonstrated in the synthesis of 1-deoxycastanospermine (3a) and 1-deoxy-8a-epi- castanospermine (3b).
摘要
γ-烯基胺1a、1b和4的分子内氨汞化反应显示仅以良好的产率专一性地生成5-内型-环化产物。从D-葡萄糖衍生的γ-烯基胺1a和1b得到的吡咯烷衍生物在1-脱氧栗精胺（3a）和1-脱氧-8a-表栗精胺（3b）的合成中展示了其实用性。
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