应用化学 ›› 2011, Vol. 28 ›› Issue (01): 121-122.DOI: 10.3724/SP.J.1095.2010.00234

• 研究简报 • 上一篇    

手性联二萘酚衍生物催化的苯乙炔与苯甲醛不对称加成反应

王钦1*,张燕军2,杜曦2,彭瑞光1   

  1. (泸州医学院1.药学院;2.化学教研室 泸州 646000)
  • 收稿日期:2010-04-21 修回日期:2010-06-02 出版日期:2011-01-10 发布日期:2011-01-10
  • 通讯作者: 王钦; Tel/Fax:0830-3162292; E-mail:wq_ring@163.com; 研究方向:不对称合成和化学生物学
  • 基金资助:
    四川省教育厅项目(07ZZ014);四川省青年科技基金(2009-26-417);四川省科技厅项目(2008JY0090,2008SZ0052)

Asymmetric Addition of Phenylacetylene and Benzaldehyde Catalyzed by Chiral 1,1'-Bi-2-naphthol Derivatives

WANG Qin1*, ZHANG Yanjun2, DU Xi2, PENG Ruiguang1   

  1. (1.Department of Pharmacy;2.Staff Room of Chemistry,Luzhou Medical College,Luzhou 646000)
  • Received:2010-04-21 Revised:2010-06-02 Published:2011-01-10 Online:2011-01-10
  • Contact: WANG Qin

摘要:

以手性联二萘酚为原料,合成了3,3′位取代的手性联二萘酚衍生物,研究了该衍生物配体在二乙基锌存在下,催化苯乙炔与苯甲醛的不对称加成反应,产物的产率为73%,e.e.值为40%。 研究结果表明,手性联二萘酚衍生物结构的微小变化导致催化产物构型的改变。

关键词: 取代联二萘酚, 不对称加成, 炔丙醇

Abstract:

Chiral 3,3′-substituted 1,1′-bi-2-napthol(BINOL) derivatives were synthesized from BINOL. The asymmetric addition of phenylacetylene and benzaldehyde in the presence of the BINOL derivative and diethyl zinc afforded the corresponding propargylic alcohols with 73% yield and 40% enatiomeric excess.

Key words: substitued bi-naphthol, asymmetric addition, propargylic alcohol

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