N-亚磺酰基脯胺酰胺催化N-芳基亚胺的不对称硅氢化还原反应
Asymmetric Hydrosilylation of N-Arylimine Catalyzed N-Sulfinyl Proline Amide
摘要
利用N-亚磺酰基脯胺酰胺类催化剂催化N-芳基亚胺的不对称硅氢化还原反应,收率24%~83%,对映体选择性75%~99%。
N-sulfinyl proline amide catalyzed asymmetric reduction of the N-arylimines were investigated.Yield and enantioselectivities of products were 24%~83% and 75%~99%,respectively.
出处
《合成化学》
CAS
CSCD
北大核心
2011年第4期526-528,556,共4页
Chinese Journal of Synthetic Chemistry
基金
国家自然科学基金资助项目(20672107
20732006)
参考文献10
-
1Vilaivan T, Bhanthumnavin W, Sritana-Anant Y. Re- cent advances in catalytic asymmetric addition to im- ines and related C = N systems [" J ]. Curt Org Chem, 2005,9(14) :1315 - 1392.
-
2Muller T E, Hultzsch K C, Yus M, eta/. Hydroami- nation: Direct addition of amines to alkenes and al- kynes [J]. Chem Rev ,2008 ,108 (9) :3795 - 3892.
-
3Nugent T C, E1-Shazly M. Chiral amine synthesis-re- cent developments and trends for enamlde reduction,re- ductive amination, and imine reduction [ J ]. Adv SynthCatal,2010,352(5) :753 - 819.
-
4Guizzetti S, Benar=,lia M. Triehlorosilane-mexilated ste- reo~elective reduction of C = N bonds [ J ]. Eur J Org Chem,2010,29:5529 - 5541.
-
5Wang Z Y, Wei S Y, Wang C, et al. Enantioselectlve hydrosilylation of ketlmines catalyzed by Lewis basic C- 2-symmetric chiral tetraamide [J]. Tetrahedron: Asymmetry,2007,18 (6) : 705 - 709.
-
6Wang Z Y, Cheng M, Wu P C, et ol. L-piperazine-2- carboxylic acid derived N-formamide as a highly enanti- oselective Lewis basic catalyst for hydrosilylation of At. aryl imines with an unprecedented substrate profile [ J ]. Ors Lctt,2006,8(14) :3045 - 3048.
-
7Wang Z Y, Ye X X, Wei S Y. A highly enantioselec-rive lewis basic organocatalyst for reduction of N-aryl imines with unprecedented substrate spectnun[J]. Org Lett,2006,8(S) :999 - 1001.
-
8Pei D, Wang Z Y, Wei S Y, et al. S-chiral sulfi- namides as higldy enantioselective organocatalysts [" J ]. Org Lett,2006,8(25) :5912-5915.
-
9Pei D, Zhang Y, Wei S, etal. Rationally-designed S- chiral bissulfinarnides as highly enantloselective organo- catalysts for reduction of kefimines [ J ]. Adv Synth Catal,2008,350 (6) :787 - 787.
-
10Wang C, Wu X, Zlxu L, etal. A highly enantiosdfive organocatalytie nmhod for reduction of aromatic N-allo/l k[J]. Chem-Em- J,2008,14(29) :8789 -8792.
-
1姚金水,李弘,何炳林.2-(2-吡啶基)-4-羧基-1,3-噻唑烷的合成及其在不对称硅氢化反应中的应用[J].山东轻工业学院学报(自然科学版),1997,11(4):5-7. 被引量:2
-
2姚金水,吴佑实.催化不对称硅氢化反应研究进展[J].有机化学,2002,22(2):101-106. 被引量:2
-
3姚金水,武玉民,李弘,何炳林.手性2-(2-吡啶基)-4-甲酯基-1,3-噻唑烷的合成及应用[J].应用化学,1998,15(4):89-91.
-
4李扬,伍辛军,王超,孙健.氨基膦氧类有机小分子催化剂的制备及其催化的对N-取代苯乙酮亚胺的不对称硅氢化还原[J].合成化学,2012,20(4):497-500.
-
5姚金水,刘丹凤,李弘,何炳林.手性2-(2-吡啶基)-4-羧乙基-1,3-噻唑烷的合成及应用研究[J].有机化学,1998,18(4):372-376.
-
6王德坤,戴立信.N—烷基及芳基亚胺的氮杂环丙烷化反应:cis—乙烯基和cis—乙炔基氮…[J].合成化学,1997,5(A10):479-479.
-
7黄吉玲,许胜,王红,贾军纪,李政.芳基亚胺桥联双核茂钛络合物催化乙烯聚合[J].催化学报,2005,26(3):203-208. 被引量:3
-
8姚金水,蒋文强.气相色谱法测定苯乙酮不对称硅氢化反应的转化率[J].色谱,1999,17(4):406-407. 被引量:2
-
9刘晓光,董庭威.在三氯化铝催化下1-芳基亚胺-1-苯基丙烷与顺丁烯二酸酐的反应[J].复旦学报(自然科学版),1996,35(3):279-283. 被引量:1
-
10李弘,姚金水,何炳林.手性噻唑烷-铑(Ⅰ)配合物催化的苯乙酮不对称硅氢化反应[J].化学学报,1998,56(2):189-193. 被引量:1