gamma-Carbon Activation through N-Heterocyclic Carbene/Bronsted Acids Cooperative Catalysis: A Highly Enantioselective Route to delta-Lactams

doi:10.1021/acs.orglett.5b01827

	gamma-Carbon Activation through N-Heterocyclic Carbene/Bronsted Acids Cooperative Catalysis: A Highly Enantioselective Route to delta-Lactams
	Xiao, Yonglong 1,2; Wang, Jinxin 1; Xia, Wenjing 2; Shu, Shuangjie 2; Jiao, Shenchao 2; Zhou, Yu2 ; Liu, Hong2
刊名	ORGANIC LETTERS
	2015-08-07
卷号	17 期号:15 页码:3850-3853
ISSN号	1523-7060
DOI	10.1021/acs.orglett.5b01827
文献子类	Article
英文摘要	A gamma-carbon activation method that operates through N-heterocyclic carbene/Bronsted acid cooperative catalysis for highly enantioselective synthesis of delta-lactams is reported. The protocol allows the challenging remote gamma-carbon control of regioselectivity and enantioselectivity through introduction of an appropriate gamma-leaving group in the enals. The reaction offers good yields and excellent enantioselectivities, and the resulting cyclic products can be easily converted into high-value drug-like derivatives.
资助项目	National Natural Science Foundation of China[21021063] ; National Natural Science Foundation of China[91229204] ; National Natural Science Foundation of China[81302633] ; National Natural Science Foundation of China[81025017] ; National S&T Major Projects[2012ZX09103101-072] ; National S&T Major Projects[2012ZX09301001-005] ; National S&T Major Projects[2013ZX09507-001] ; National S&T Major Projects[2014ZX09507002-001] ; Program of Shanghai Subject Chief Scientist[12XD1407100] ; State Key Laboratory of Bioorganic Chemistry[00000000]
WOS关键词	DIELS-ALDER REACTIONS ; BECKMANN REARRANGEMENT ; ASYMMETRIC-SYNTHESIS ; BENZOIC-ACID ; CARBENES ; ENALS ; INHIBITORS ; ALDEHYDES ; HYDROGENATION ; ANNULATION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000359393800053
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/276439]
专题	药物化学研究室药理学第一研究室
通讯作者	Zhou, Yu
作者单位	1.China Pharmaceut Univ, Nanjing 210009, Jiangsu, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China;
推荐引用方式 GB/T 7714	Xiao, Yonglong,Wang, Jinxin,Xia, Wenjing,et al. gamma-Carbon Activation through N-Heterocyclic Carbene/Bronsted Acids Cooperative Catalysis: A Highly Enantioselective Route to delta-Lactams[J]. ORGANIC LETTERS,2015,17(15):3850-3853.
APA	Xiao, Yonglong.,Wang, Jinxin.,Xia, Wenjing.,Shu, Shuangjie.,Jiao, Shenchao.,...&Liu, Hong.(2015).gamma-Carbon Activation through N-Heterocyclic Carbene/Bronsted Acids Cooperative Catalysis: A Highly Enantioselective Route to delta-Lactams.ORGANIC LETTERS,17(15),3850-3853.
MLA	Xiao, Yonglong,et al."gamma-Carbon Activation through N-Heterocyclic Carbene/Bronsted Acids Cooperative Catalysis: A Highly Enantioselective Route to delta-Lactams".ORGANIC LETTERS 17.15(2015):3850-3853.