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	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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