A Concise Total Synthesis of (-)-Mesembrine

doi:10.1021/acs.joc.6b01908

CORC > 北京大学 > 化学与分子工程学院

	A Concise Total Synthesis of (-)-Mesembrine
	Wang, Lu-Ning ; Cui, Qi ; Yu, Zhi-Xiang
刊名	JOURNAL OF ORGANIC CHEMISTRY
	2016
关键词	CATALYZED 5+1 CYCLOADDITION DEAROMATIVE CYCLIZATION FORMAL SYNTHESIS MESEMBRINE KETONES CO VINYLCYCLOPROPANES (+)-MESEMBRINE SULFONAMIDES ALKALOIDS
DOI	10.1021/acs.joc.6b01908
英文摘要	A concise total synthesis of mesembrine (four steps from known compound) was achieved both racemically and asymmetrically. Two key reactions were used here. One is the Rh(I)-catalyzed [5 + 1] cycloaddition of vinylcyclopropane 3c and CO. The other one is Buchwald's Pd-catalyzed coupling reaction that coupled beta,gamma-cyclohexenone 2c with aryl bromide 5 (using dppe ligand for racemic or (S)-Antphos ligand for asymmetric synthesis) to give gamma,gamma-disubstituted alpha,beta-cyclohexenone 1c. Finally, aza-Michael addition converted 1c to mesembrine.; Natural Science Foundation of China [21472005]; SCI(E); PubMed; ARTICLE; yuzx@pku.edu.cn; 21; 10165-10171; 81
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/457126]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Wang, Lu-Ning,Cui, Qi,Yu, Zhi-Xiang. A Concise Total Synthesis of (-)-Mesembrine[J]. JOURNAL OF ORGANIC CHEMISTRY,2016.
APA	Wang, Lu-Ning,Cui, Qi,&Yu, Zhi-Xiang.(2016).A Concise Total Synthesis of (-)-Mesembrine.JOURNAL OF ORGANIC CHEMISTRY.
MLA	Wang, Lu-Ning,et al."A Concise Total Synthesis of (-)-Mesembrine".JOURNAL OF ORGANIC CHEMISTRY (2016).