A concise and divergent approach to radicamine B and hyacinthacine A(3) based on a step-economic transformation | |
Liao, Jin-Cheng ; Xiao, Kai-Jiong ; Zheng, Xiao ; Huang, Pei-Qiang ; Huang PQ(黄培强) | |
2012-07 | |
关键词 | Step-economy Azasugars Alkaloids Glycosidase inhibitors Hantzsch ester |
英文摘要 | Based on our recently developed step-economic methodology of reductive alkylation of lactams/amides, we have developed a two-step synthesis of azasugar radicamine B (2a) and a four-step synthesis of azasugar hyacinthacine A(3) (5) from the common chiral building block 12. Hantzsch ester (HEH) was used as a milder hydride donor in the one-pot stereoselective reductive alkylation of lactam 12. The Wacker oxidation of fully substituted pyrrolidine derivative 2,5-trans-17 led to the synthesis of hyacinthacine A(3) (5). Compound 2,5-trans-17 could also serve as a plausible key intermediate for the synthesis of broussonetine sub-class of azasugars. (C) 2012 Elsevier Ltd. All rights reserved.; National Basic Research Program (973) of China [2010CB833200]; NSF of China [20832005, 21072160]; Fundamental Research Funds for the Central Universities of China [201112G001]; Ministry of Education of China |
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/10.1016/j.tet.2012.01.085] ![]() |
专题 | 化学化工-已发表论文 |
推荐引用方式 GB/T 7714 | Liao, Jin-Cheng,Xiao, Kai-Jiong,Zheng, Xiao,et al. A concise and divergent approach to radicamine B and hyacinthacine A(3) based on a step-economic transformation[J],2012. |
APA | Liao, Jin-Cheng,Xiao, Kai-Jiong,Zheng, Xiao,Huang, Pei-Qiang,&黄培强.(2012).A concise and divergent approach to radicamine B and hyacinthacine A(3) based on a step-economic transformation.. |
MLA | Liao, Jin-Cheng,et al."A concise and divergent approach to radicamine B and hyacinthacine A(3) based on a step-economic transformation".(2012). |
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