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A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide
Zhou, Xiang ; Liu, Wen-Jun ; Ye, Jian-Liang ; Huang, Pei-Qiang ; Huang PQ(黄培强)
2007-02
英文摘要A highly diastereoselective synthesis of enantio-enriched all trans-3,4-dibenzyloxyl-5-benzyloxymethyl-2-pyrrolidinone 13a was developed based on SmI2-mediated benzyloxymethylation of O,O'-dibenzyltartarimide. The versatility of 13a and its antipode as the key building blocks for the asymmetric synthesis of pyrrolidine azasugars and homoazasugars has been demonstrated by elaborating them into naturally occurring DAB 1 (1), LAB 1 (2), N-hydroxyethyl-DAB 1 (4), 6-deoxy-DMDP 7, and 5-epi-radicamine B 36 as well as the reductive ring-opening product 35. (c) 2007 Published by Elsevier Ltd.
语种英语
出版者PERGAMON-ELSEVIER SCIENCE LTD
内容类型期刊论文
源URL[http://dx.doi.org/doi:10.1016/j.tet.2007.02.087]  
专题化学化工-已发表论文
推荐引用方式
GB/T 7714
Zhou, Xiang,Liu, Wen-Jun,Ye, Jian-Liang,et al. A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide[J],2007.
APA Zhou, Xiang,Liu, Wen-Jun,Ye, Jian-Liang,Huang, Pei-Qiang,&黄培强.(2007).A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide..
MLA Zhou, Xiang,et al."A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide".(2007).
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