Mechanisms of Cascade Reactions in the Syntheses of Camptothecin-Family Alkaloids: Intramolecular [4(+)+2] Reactions of N-Arylimidates and Alkynes

	Mechanisms of Cascade Reactions in the Syntheses of Camptothecin-Family Alkaloids: Intramolecular [4(+)+2] Reactions of N-Arylimidates and Alkynes
	Liang, Yong; Jiang, Xing; Yu, Zhi-Xiang
刊名	organic letters
	2009-11-19
卷号	11 期号:22 页码:5302-5305
英文摘要	the key steps of cascade reactions employed in the syntheses of camptothecin-family alkaloids by fortunak and yao are intramolecular aza-diels-alder (iada) reactions between in situ generated n-arylimidates and alkynes. the efficiencies of the iada reactions are different but not well-understood. dft calculations shown here provide insights into these two iada reactions and well-rationalize why hexaphenyloxodiphosphonium triflate (hendrickson reagent) as an amide-activating reagent is superior to trimethyloxonium fluoroborate.
WOS标题词	science & technology ; physical sciences
类目[WOS]	chemistry, organic
研究领域[WOS]	chemistry
关键词[WOS]	diels-alder reactions ; cycloaddition reactions ; molecular mechanism ; trifluoromethanesulfonate ; cyclopentadiene ; derivatives ; cyclization ; efficient ; energies ; strategy
收录类别	SCI
语种	英语
WOS记录号	WOS:000271583000053
公开日期	2015-11-17
内容类型	期刊论文
源URL	[http://159.226.238.44/handle/321008/141258]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
作者单位	Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci,Minist Educ, Beijing 100871, Peoples R China
推荐引用方式 GB/T 7714	Liang, Yong,Jiang, Xing,Yu, Zhi-Xiang. Mechanisms of Cascade Reactions in the Syntheses of Camptothecin-Family Alkaloids: Intramolecular [4(+)+2] Reactions of N-Arylimidates and Alkynes[J]. organic letters,2009,11(22):5302-5305.
APA	Liang, Yong,Jiang, Xing,&Yu, Zhi-Xiang.(2009).Mechanisms of Cascade Reactions in the Syntheses of Camptothecin-Family Alkaloids: Intramolecular [4(+)+2] Reactions of N-Arylimidates and Alkynes.organic letters,11(22),5302-5305.
MLA	Liang, Yong,et al."Mechanisms of Cascade Reactions in the Syntheses of Camptothecin-Family Alkaloids: Intramolecular [4(+)+2] Reactions of N-Arylimidates and Alkynes".organic letters 11.22(2009):5302-5305.