Total Synthesis of (+)-Chimonanthine, (+)-Folicanthine, and (-)-Calycanthine

doi:10.1021/acs.joc.5b01907

	Total Synthesis of (+)-Chimonanthine, (+)-Folicanthine, and (-)-Calycanthine
	Ding,Ming; Liang,Kangjiang; Pan,Rui; Zhang,Hongbin; Xia,Chengfeng
	2015-10-16
发表期刊	JOURNAL OF ORGANIC CHEMISTRY
卷号	80 期号:20 页码:10309-10316
摘要	Facile, straightforward, and asymmetric total syntheses of (+)-chimonanthine (1), (+)-folicanthine (2), and (-)-calycanthine (3) were accomplished in four to five steps from commercially available tryptamine. The synthesis features copper-mediated asymmetric cyclodimerization of chiral tryptamine derivative, which established a new entry into constructing the sterically hindered vicinal quaternary stereogenic carbon centers of dimeric hexahydropyrroloindole alkaloids in one procedure. An unprecedented base-induced isomerization from the chimonanthine skeleton to the calycanthine skeleton was observed and facilitated the synthesis of (-)-calycanthine (3).
DOI	10.1021/acs.joc.5b01907
收录类别	SCI
语种	英语
WOS记录号	WOS:000363224600052
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/25212
专题	植物化学与西部植物资源持续利用国家重点实验室
推荐引用方式 GB/T 7714	Ding,Ming,Liang,Kangjiang,Pan,Rui,et al. Total Synthesis of (+)-Chimonanthine, (+)-Folicanthine, and (-)-Calycanthine[J]. JOURNAL OF ORGANIC CHEMISTRY,2015,80(20):10309-10316.
APA	Ding,Ming,Liang,Kangjiang,Pan,Rui,Zhang,Hongbin,&Xia,Chengfeng.(2015).Total Synthesis of (+)-Chimonanthine, (+)-Folicanthine, and (-)-Calycanthine.JOURNAL OF ORGANIC CHEMISTRY,80(20),10309-10316.
MLA	Ding,Ming,et al."Total Synthesis of (+)-Chimonanthine, (+)-Folicanthine, and (-)-Calycanthine".JOURNAL OF ORGANIC CHEMISTRY 80.20(2015):10309-10316.

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