A Convenient Method for the Synthesis of Chiral N-Protected 1,2-Amino Alcohols via the Reduction of the Aminoketones
A Convenient Method for the Synthesis of Chiral N-Protected 1,2-Amino Alcohols via the Reduction of the Aminoketones
摘要
A series of optically active N-protected 1,2-amino alcohols were synthesized via the reduction of the corresponding a-aminoketones starting from the readily available L-amino acids.
A series of optically active N-protected 1,2-amino alcohols were synthesized via the reduction of the corresponding a-aminoketones starting from the readily available L-amino acids.
基金
the National Natural Science Foundation of China(No.20002002 and No.20272025)
Ph.D.programs Foundation of Ministry of Education of China for generous financial support of our program.
参考文献9
-
1[1]D. J. Ager, I. Prakash, D. R.Schaad, Chem. Rev., 1996, 96, 835; J. W. B. Cooke, S. G. Davies, A. Naylor, Tetrehedron, 1993, 49, 7955; D. M. X. Donnelly, B. M. Fitzpatrick, B. A. O'Reilly et al., Tetrehedron, 1993, 49, 7967; D. Enders, U. Reinhold, Angew. Chem. Int. Ed. Engl., 1995, 34, 1219; J. Deng, Y. Hamada, T. Shioiri, J. Am. Chem. Soc., 1995, 117, 7824; C. Gennari, G. Pain, D. Moresca, J. Org. Chem., 1995, 60, 6248.
-
2[2]P. H. Boyle, A. P. Davis, K. J. Dempsey et al., Tetrahedron: Asymmetry, 1995, 6, 2819; A. P. Davis, K. J. Dempsey, Tetrahedron: Asymmetry, 1995, 6, 2829.
-
3[3].A. I. Meyers, Z. Brich, G. W. Erickson, J. Chem. Soc. Chem. Commun., 1979, 566.
-
4[4]Ref. cited in: J. D. Morrison, H. S. Mosher, "Asymmetric Organic Reactions", Prentice Hall Inc., Engelwood Cliffs, New Jersey, 1971, p.204.
-
5[5]S. Yamaguchi, H. S. Mosher, A. Pohland, J. Am. Chem. Soc., 1972, 94, 9254; S. Yamaguchi, H. S. Mosher, J. Org. Chem., 1973, 38, 1870; J. P. Vigheron, I. Jacquet, Tetrahedron, 1976, 32, 939.
-
6[6]Y. Izumi, Angew. Chem. Int. Ed. Engl., 1971, 12, 871; T. Yoshida, K. Harada, Bull. Chem. Soc. Jpn., 1971, 44, 1062.
-
7[7]H. Juerg, DE 2113355, 1971 (CA: 76:13803h).
-
8[8]K. Soai, A. Ookawa, J. Chem. Soc. Chem. Commun., 1986, 412; A. Datta, J. S. R. Kumar, S. Roy, Tetrahedron, 2001, 57, 1169.
-
9[9]The 1H NMR data and the elemental analysis are available in the editorial office of CCL.
-
1罗梅,黄永华,汪磊,尹浩.Synthesis and Crystal Structure of Cobalt(Ⅱ) and Copper(Ⅱ) Complexes Involving L-Aamino Alcohols[J].Chinese Journal of Structural Chemistry,2014,33(11):1655-1660.
-
2A Convenient Method for Dehydrogenation of Symmetric Hydrazo Compounds[J].厦门大学学报（自然科学版）,1999,38(S1):318-318.
-
3Ghashang, Majid Shaterian, Hamid Reza~.A Convenient Method for the Preparation of 1,5-Diaryl-3-（arylamino）-I H-pyrrol-2（5 H）-ones[J].Chinese Journal of Chemistry,2011,29(9):1851-1855. 被引量：1
-
4Mir Rasul Mousavi,Nourallah Hazeri,Malek Taher Maghsoodlou,Sajjad Salahi,Sayyed Mostafa Habibi-Khorassani.Entirely green protocol for the synthesis of β-aminoketones using saccharose as a homogenous catalyst[J].Chinese Chemical Letters,2013,24(5):411-414. 被引量：2
-
5Ling Jie GAO and Tian Zeng ZHAO,Guang Dian HAN(The Institute of Chemistry, Henan Academy of Sciences, Zhengzhou, 450002)(Institute of Materia Medica, Peking Union Medical College,Chinese Academy of Medical Sciences, Beijing 100050).A Convenient Method for the Stereoselective Synthesis of 7αHydroxycholesterol[J].Chinese Chemical Letters,1998,9(8):715-716.
-
6CUI Lin-lin,MI Hao-yu,ZHANG Qun-li,WANG Wei-wei,YANG Li-juan,LIANG Yong-tao,WANG En-si.Synthesis and Immunosuppressive Activity of New Amino Alcohols Derivatives(II)[J].Chemical Research in Chinese Universities,2011,27(5):808-812. 被引量：1
-
7樊建芬,卢运祥,王秋霞,吴丽芬.AM1 Transition State Modeling for the Enantioselectivities in the Chiral Oxazaborolidine-Catalyzed Reductions of α and β-Aminoketones[J].Chinese Journal of Chemistry,2005,23(5):517-520. 被引量：1
-
8HUI,Xin-Ping XU,Peng-Fei GAU,Han-Mou.Enantioselective Addition of Diethylzinc to Aldehydes Catalyzed by N-Sulfonylated Amino Alcohols[J].有机化学,2004,24(z1).
-
9Ji Jun CHEN,Zheng Ming DU,Yao Zeng SHI,Hong Wen HU Dcpratment of Chemistry,Nanjing University,Nanjing 210008.A NOVEL METHOD FOR SYNTHESIZING α,α-DISUBSTITUTED α-AMINO ACID——DIALKYLATION OF 2-OXAZOLIN-5-ONE[J].Chinese Chemical Letters,1991,2(3):193-194.
-
10Qian Yong XU,Tong Xing WU,Xin Fu PAN.Asymmetric Addition of Diethylzinc to Aldehydes Catalyzed by Chiral γ_Amino Alcohols[J].Chinese Chemical Letters,2001,12(12):1055-1056. 被引量：1
