(cis,cis,cis)-2,3,4,5-tetra(hydroxymethyl)cyclopentanone acetonide | 1190404-30-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (cis,cis,cis)-2,3,4,5-tetra(hydroxymethyl)cyclopentanone acetonide
• CAS: 1190404-30-8
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: SJNJFVUBSGKKEE-FIRGSJFUSA-N

物化性质

• 沸点：
  403.0±35.0 °C(predicted)
• 密度：
  1.149±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  (1S*,2R*,3S*,4R*)-7-iso-Propylidene-2,3-di(hydroxymethyl)bicyclo[2.2.1]hept-5-ene acetonide 在 臭氧 、 sodium tetrahydroborate 、 水 作用下， 以 二氯甲烷 、 乙醇 为溶剂， 以20%的产率得到(cis,cis,cis)-2,3,4,5-tetra(hydroxymethyl)cyclopentanone acetonide
  参考文献：
  名称：

  Synthesis of cis,cis,cis-1-alkylidene-2,3,4,5-tetrakis(diphenylphosphinomethyl)cyclopentanes

  摘要：

  A new strategy to prepare tetradentate or pentadentate diphenylphosphine ligands has been explored from Diels-Alder adducts of fulvenes and maleic anhydride. A tetradentate phosphine ligand, bearing a side chain allowing the formation of a bond with polystyrene resin, has been prepared in seven steps from cyclopentadiene. The cis,cis,cis-1-cyclohexylidene-2,3,4,5-tetrakis(diphenylphosphinomethyl)cyclopentane (Cyclo-Tedicyp) in combination with [PdCl(C3H5)](2) led to an efficient catalyst for the Heck, Suzuki and Sonogashira coupling reactions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.016