SUGAR BASED γ-AMINO ALCOHOL ORGANOCATALYST FOR ASYMMETRIC MICHAEL ADDITION OF β-KETO ESTERS WITH NITROOLEFINS

被引:4
|
作者
Ganesan, Divakar [1 ]
Chennapuram, Madhu [1 ]
Begum, Zubeda [1 ]
Seki, Chigusa [1 ]
Okuyama, Yuko [2 ]
Kwon, Eunsang [3 ]
Uwai, Koji [1 ]
Tokiwa, Michio [4 ]
Tokiwa, Suguru [4 ]
Takeshita, Mitsuhiro [4 ]
Nakano, Hiroto [1 ]
机构
[1] Muroran Inst Technol, Grad Sch Engn, Div Sustainable & Environm Engn, 27-1 Mizumoto Cho, Muroran, Hokkaido 0508585, Japan
[2] Tohoku Med & Pharmaceut Univ, Aoba Ku, 4-4-1 Komatsushima, Sendai, Miyagi 9818558, Japan
[3] Tohoku Univ, Res & Analyt Ctr Giant Mol, Grad Sch Sci, Aoba Ku, 6-3 Aoba, Sendai, Miyagi 9808578, Japan
[4] Tokiwakai Grp, 62 Numajiri Tsuduri Chou Uchigo, Iwaki, Fukushima 9738053, Japan
关键词
gamma-Amino Alcohol; beta-Keto Ester; Xylofuranose; Organocatalyst; Michael Addition; SOLVENT-FREE; ENANTIOSELECTIVE SYNTHESIS; 1,3-DICARBONYL COMPOUNDS; CATALYSTS; NITROALKENES; QUATERNARY; THIOUREAS; POLYMERS; PROLINE; DESIGN;
D O I
10.3987/COM-19-14172
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sugar based gamma-amino alcohol was used in asymmetric Michael addition of beta-keto esters with nitroolefins for the first time affording the corresponding several chiral Michael adducts bearing quaternary chiral carbon center in moderate to good chemical yields and stereoselectivities (up to 98%, up to dr. 95:5, up to 84% ee).
引用
收藏
页码:1536 / 1545
页数:10
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