Enantioselective Alkylation of N-Arylhydrazones Derived from -Keto Esters and Isatin Derivatives through Asymmetric Phase-Transfer Catalysis

被引：6

作者：

Kang, Qi-Kai ^{[1
,2
]}

Selvakumar, Sermadurai ^{[1
,2
]}

Arumugam, Natarajan ^{[3
]}

Almansour, Abdulrahman I. ^{[3
]}

Kumar, Raju Suresh ^{[3
]}

Maruoka, Keiji ^{[1
,2
,4
]}

机构：

[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Lab Synthet Organ Chem,Sakyo Ku, Kyoto 6068502, Japan

[2] Kyoto Univ, Dept Chem, Grad Sch Sci, Special Lab Organocatalyt Chem,Sakyo Ku, Kyoto 6068502, Japan

[3] King Saud Univ, Coll Sci, Dept Chem, POB 2455, Riyadh 11451, Saudi Arabia

[4] Guangdong Univ Technol, Sch Chem Engn & Light Ind, HEMC, 100,West Waihuan Rd, Guangzhou 510006, Guangdong, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2018年 / 13卷 / 14期

关键词：

alkylation; isatin; N-arylhydrazone; phase-transfer catalyst; -keto ester; MUTUAL AZO PRODRUGS; ALPHA-AMINO-ACIDS; ALPHA; BETA-UNSATURATED ALDEHYDES; CONJUGATE ADDITION; HYDRAZONES; N; N-DIALKYLHYDRAZONES; ORGANOCATALYSIS; REACTIVITY; DELIVERY;

D O I：

10.1002/asia.201800652

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The phase-transfer-catalyzed asymmetric alkylation reactions of N-arylhydrazones derived from -keto-esters and isatin derivatives afford enantioenriched azo compounds that bear a tetra-substituted carbon stereocenter in good yields with high chemo- and enantioselectivity. The alkylation products can be readily converted into chiral amino esters, hydrazine derivatives, and aza--lactams without loss of enantiopurity.

引用

页码：1780 / 1783

页数：4

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