Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B

doi:10.1021/acs.orglett.3c02739

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	Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B
	Sheng,Peng-Zhen; Ni,Zhi-Bin; Li,Lu-Lu; Wei,Kun; Zhang,Hongbin; Yang,Yu-Rong
	2023
发表期刊	ORGANIC LETTERS
ISSN	1523-7052
卷号	25 期号:41 页码:7464-7469
摘要	Fortuneicyclidins A and B are a pair of recently isolated Cephalotaxus alkaloids with an unprecedented rearranged polycyclic skeleton possessing multiple complex stereocenters and functionalization. In this work, highly stereocontrolled asymmetric total syntheses for title alkaloids were outlined. Key features include an underexplored Ir-catalyzed alpha-allylation of aldehyde to strategically install a vicinal N-substituted quaternary center and a tertiary stereocenter, Heck and RCM reactions to construct the critical polycyclic framework rapidly, two different tandem oxidation-transannular aldol cyclization processes, one through ozonolysis and another via Swern oxidation, to forge the last ring for fortuneicyclidins A and B, respectively. In this approach, the challenging C-2 hydroxyl group can be installed stereospecifically.
关键词	ALPHA-ALLYLATION IRIDIUM
DOI	10.1021/acs.orglett.3c02739
收录类别	SCI
WOS记录号	WOS:001082602700001
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/75282
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Sheng,Peng-Zhen,Ni,Zhi-Bin,Li,Lu-Lu,et al. Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B[J]. ORGANIC LETTERS,2023,25(41):7464-7469.
APA	Sheng,Peng-Zhen,Ni,Zhi-Bin,Li,Lu-Lu,Wei,Kun,Zhang,Hongbin,&Yang,Yu-Rong.(2023).Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B.ORGANIC LETTERS,25(41),7464-7469.
MLA	Sheng,Peng-Zhen,et al."Enantioselective Total Syntheses of the Cephalotaxus Alkaloids (-)-Fortuneicyclidins A and B and (-)-Cephalotine B".ORGANIC LETTERS 25.41(2023):7464-7469.

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