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手性联萘酚催化辛炔与苯甲醛的不对称加成反应研究 被引量:1

Study on Asymmetric Addition of Octyne and Benzaldehyde Catalyzed by Chiral 1,1'-bi-2-naphthol
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摘要 手性炔丙醇是合成许多天然产物和药物的重要中间体.报道了手性联萘酚催化辛炔与苯甲醛的不对称炔基锌加成反应,在室温下产物产率为91%,对映体过量为53%,为脂肪炔丙醇的对映选择性合成提供了一个新的方法. Chiral propargyl alcohol is an important intermediate for syntheses of many natural products and pharmaceutical compounds. Enantioselective 1Octyne addition to benzaldehyde catalyzed by chiral 1,1′bi2naphthol(BINOL) is first reported. In this addition, the yield is 91% at room temperature the enantio morph excess is 53%, which gives a new methods for enantioselective synthesis of aliphatic propargyl alcohol.
出处 《四川师范大学学报(自然科学版)》 CAS CSCD 北大核心 2010年第4期536-539,共4页 Journal of Sichuan Normal University(Natural Science)
基金 四川省青年科技基金(200926417) 四川省教育厅自然科学重点基金(07ZZ014)资助项目
关键词 不对称合成 手性联萘酚 辛炔 炔丙醇 asymmetric synthesis (R) -1,1 '-bi-2-naphthol octyne propargyl alcohol
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  • 1Trost B M,Krische M J.Palladium-catalyzed enyne cycloisomerization reaction in an asymmetric approach to the picrotoxane sesquiterpenes[J].J Am Chem Soc,1999,121:6131-6141.
  • 2Fox M E,Li C,Marino J P.Enantiodivergent total syntheses of (+)-and (-)-scopadulcic acid A[J].J Am Chem Soc,1999,121:5467-5480.
  • 3Roethle P A,Trauner D.Expedient synthesis of (+/-)-bipinnatin J[J].Org Lett,2006,8(2):345-347.
  • 4Trost B M,Weiss A H.The enantioselective addition of alkyne nucleophiles to carbonyl groups[J].Adv Synth Catal,2009,351:963-983.
  • 5Zhong J C,Hou S C,Bian Q H,et al.Highly enantioselective zinc/amino alcohol-catalyzed alkynylation of aldehydes[J].Chem Eur J,2009,15:3069-3071.
  • 6Li H,Huang Y,Jin W,et al.Tf-based sulfamide-amine alcohol-catalyzed enantioselective alkynylation of aldehydes[J].Tetrahedron Lett,2008,49:1686-1689.
  • 7Ruan J,Lu G,Xu L,et al.Catalytic asymmetric alkynylation and arylation of aldehydes by an H8-binaphthyl-based amino alcohol ligand[J].Adv Synth Catal,2008,350:76-84.
  • 8Lin L,Jiang X X,Liu W X,et al.Highly enantioselective synthesis of γ-hydroxy-α,β-acetylenic esters catalyzed by a,β-sulfonamide alcohol[J].Org Lett,2007,9(12):2329-2332.
  • 9Pu L.Asymmetric alkynylzinc additions to aldehydes and ketones[J].Tetrahedron,2003,59:9873-9886.
  • 10Niwa S,Soai K.Catalytic asymmetric synthesis of optically active alkynyl alcohols by enantioselective alkynylation of aldehydes and by enantioselective alkylation of alkynyl aldehydes[J].J Chem Soc,Perkin Trans,1990:937-943.

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