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手性氨基醇的合成及其在二乙基锌与芳香醛的不对称加成反应中的应用

Synthesis of Chiral Amino-alcohols and Their Application in Enantioselective Addition of Diethylzinc to Aromatic Aldehyde
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摘要 以天然氨基酸为手性源,合成了3个新的三齿手性氨基醇配体(1a^1 c),其结构经1H NMR,IR和元素分析表征。将1用于催化二乙基锌与芳香醛的不对称加成反应,得到(R)-二级醇,产率96.7%,e.e.74.3%。 Three new tridentate chiral amino-alcohol ligands were synthesized from natural amino- acids. The structures were confirmed by ^1H NMR, IR and elemental analysis. The ligands were used as the catalysts in enantioselective addition of diethylzinc to aromatic aldehyde. The results indicated that these ligands exhibited good catatlytic activities to obtain chiral secondary alcohols with R-configuration in yield of 96.7% with 74.3% e. e..
作者 邱丽华 葛健锋 张雅文
机构地区 苏州大学材料与化学化工学院
出处 《合成化学》 CAS CSCD 北大核心 2009年第1期32-35,39,共5页 Chinese Journal of Synthetic Chemistry
基金 江苏省有机合成重点实验室资助项目(JSK0150)
关键词 手性氨基醇 二乙基锌 不对称加成反应 合成 chiral amino-alcohol diethylzinc enantioselective addition reaction synthesis
分类号 O623.734 [理学—有机化学] O643.36 [理学—物理化学]
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  • 1[1]COREY E J, BAKSHI R K, SHIBATA S A stable and easily prepared catalyst for the enantioselective reduction of ketones. applications to multistep syntheses [J]. J Org Chem , 1988, 53:2861 - 2863.
  • 2[2]JONES D K, LIOTTA D C . Origins of the enantioselectivity observed in oxazaborolidine - catalyzed reductions of ketones [J] . J Org Chem , 1993, 58:797 - 799.
  • 3[3]NOYORI R , SUGA S , KITAMURA M . Enantioselective addition of diorganozincs to aldehydes catalyzed by β-amino alcohols[J] . J organomet Chem , 1990, 382:19 - 37.
  • 4[4]KITAMURA M, SUGA S, KAWAI K, NOYORI R. Catalytic asymmetric induction. highly enantioselective addition of dialkylzincs to aldehydes [J] J Am Chem Soc, 1986,108:6071 -6073.
  • 5[5]COREY E J, HANNON F J . Chiral catalysts for the enantioselective addition of organometallic reagents to aldehydes [J] . Tetrahedron Letters, 1987, 28(44) :5233 - 5236.
  • 6[6]SMAARDIJK A A , WYNBERG H . Stereos, elective addition reaction of diethylzinc to aldehydes catalyzed by cinchona alkaloids [J]. J Org Chem, 1987, 52:135 - 137.
  • 7[7]MEHLER T , MARTENS J . Enantioselective catalytic borane reductions of achiral ketones: synthesis and application of new chiral β - amino alcohols from L- methionine [J] . Tetrahedron: Asymmetry, 1993 , 4 (9): 1983-1985.
  • 8[8]BRENNER M , HUBER W . Preparation of α - amino acid Ester by alcoholysis of the methyl esters [ J ]. Helv Chim Acta , 1953, 36: 1109- 1115.
  • 9[9]ITSUNO S,ITO K. Asymmetric reduction of aliphatic ketones with the reagent Prepared from (S) - ( - ) - 2 -Amino - 3 - methyl - 1,1 - diphenylbutan- 1 - ol and Borane [J]. J Org Chem, 1984, 49:555 - 557.

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合成化学
2009年 第1期

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