详细信息

Asymmetric Darzens Reaction of Isatins with Diazoacetamides Catalyzed by Chiral BINOL-Titanium Complex  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

英文题名:Asymmetric Darzens Reaction of Isatins with Diazoacetamides Catalyzed by Chiral BINOL-Titanium Complex

作者:Chai, Guo-Li[1];Han, Jian-Wei[1,3];Wong, Henry N. C.[1,2,4,5]

机构:[1]Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Ling Ling Rd, Shanghai 200032, Peoples R China;[2]Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China;[3]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[4]Chinese Univ Hong Kong, Shenzhen Municipal Key Lab Chem Synth Med Organ M, 10 Second Yuexing Rd, Shenzhen 518507, Peoples R China;[5]Chinese Univ Hong Kong, Shenzhen Ctr Novel Funct Mol, Shenzhen Res Inst, 10 Second Yuexing Rd, Shenzhen 518507, Peoples R China

年份:2017

卷号:82

期号:23

起止页码:12647

外文期刊名:JOURNAL OF ORGANIC CHEMISTRY

收录:;EI(收录号:20174904506358);WOS:【SCI-EXPANDED(收录号:WOS:000417342300067),CCR-EXPANDED(收录号:WOS:000417342300067)】;

基金:This work was supported by grants from the National Natural Science Foundation of China (NSFC 21472213, 21202186, 21272199), the National Key Program of China (2016YFA0200302), the Shenzhen Science and Technology Innovation Committee (JCYJ20160608151520697), the Chinese Academy of Sciences-Croucher Foundation Funding Scheme for Joint Laboratories, the Innovation and Technology Commission to support State Key Laboratories, an Area of Excellence Scheme established under the University Grants Committee of the Hong Kong SAR, China (Project No. AoE/P-03/08), and the Research Grants Council of Hong Kong (CRF C4030-14G), the National Natural Science Foundation of China/Research Grants Council Joint Research Scheme (N_CUHK451/13).

语种:英文

外文关键词:Titanium compounds

摘要:An efficient catalytic asymmetric Darzens reaction of N-protected isatins with diazoacetamides using a chiral BINOL/Ti((OPr)-Pr-i)(4) complex as the catalyst has been developed. This reaction is a straightforward method for the synthesis of spiro-epoxyoxindoles in 40-95% yields, up to >20:1 dr and up to >99% ee. A gram-scale reaction was also achieved in 95% yield with excellent stereoselectivity and enantioselectivity (>20:1 dr, >99% ee).

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