(1S,2R)-6,7-dibromo-2-(3-fluorophenyl)-1,2-dihydronaphthalen-1-ol | 1610462-04-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1S,2R)-6,7-dibromo-2-(3-fluorophenyl)-1,2-dihydronaphthalen-1-ol
• CAS: 1610462-04-8
• 化学式: C₁₆H₁₁Br₂FO
• 分子量: 398.069
• InChiKey: JMKQHUZSAFCUFT-WBMJQRKESA-N

反应信息

• 作为产物：
  描述：

  3-氟苯基硼酸 、 6,7-dibromo-1,4-dihydro-1,4-epoxynaphthalene 在 bis(1,5-cyclooctadiene)nickel (0) 、 (+)-1,2-双((2S,5S)-2,5-二甲基磷烷)苯 、 potassium hydroxide 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以88%的产率得到(1S,2R)-6,7-dibromo-2-(3-fluorophenyl)-1,2-dihydronaphthalen-1-ol
  参考文献：
  名称：

  Nickel-Catalyzed Asymmetric Ring Opening of Oxabenzonorbornadienes with Arylboronic Acids

  摘要：

  A new, versatile, and highly efficient nickel-catalyzed asymmetric ring-opening (ARO) reaction of oxabenzonorbornadienes with a wide variety of arylboronic acids has been developed, yielding cis-2-aryl-1,2-dihydronaphthalen-1-ols in high yields (up to 99%) with good to excellent enantioselectivities (up to 99% ee) under very mild conditions. The effects of various nickel precursors, chiral bidentate ligands, catalyst loadings, bases, solvents, and temperatures on the yield and enantioselectivity of the reaction were also investigated. A plausible mechanism was proposed to account for the formation of the corresponding cis-ring-opened products based on the X-ray structure of product 4b.

  DOI：

  10.1021/jo500821m