(1S,2R)-methyl 1-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)indane-2-carboxylate | 1115589-74-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (1S,2R)-methyl 1-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)indane-2-carboxylate
• CAS: 1115589-74-6
• 化学式: C₁₈H₂₄O₄
• 分子量: 304.386
• InChiKey: QLINOCJOQJQQHH-ZIAGYGMSSA-N

物化性质

• 沸点：
  370.7±42.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

反应信息

• 作为反应物：
  描述：

  (1S,2R)-methyl 1-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)indane-2-carboxylate 在 三乙基硅烷 、 三氟乙酸 作用下， 反应 1.0h， 以100%的产率得到(1S,2R)-methyl 1-(hydroxymethyl)indane-2-carboxylate
  参考文献：
  名称：

  Tandem conjugate addition–aldol cyclization of 2-formylbenzylidenemalonate with ether radicals by the mediation of dimethylzinc

  摘要：

  The chemoselective radical conjugate addition reaction of THF or 4,4,5,5-tetramethyl-1,3-dioxolane with 2-formylbenzylidenemalonate gave tandem conjugate addition-aldol cyclization product in one pot. The radical tandem reaction was extended to the asymmetric reaction using bis(8-phenylmenthyl) 2-formylbenzylidenemalonate as a chiral Michael acceptor to provide an enantioenriched indane derivative. (C) 2008 Flsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.009
• 作为产物：
  描述：

  、 三甲基硅烷化重氮甲烷 以 甲醇 、 正己烷 、 苯 为溶剂， 反应 0.5h， 以80%的产率得到(1S,2R)-methyl 1-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)indane-2-carboxylate
  参考文献：
  名称：

  Tandem conjugate addition–aldol cyclization of 2-formylbenzylidenemalonate with ether radicals by the mediation of dimethylzinc

  摘要：

  The chemoselective radical conjugate addition reaction of THF or 4,4,5,5-tetramethyl-1,3-dioxolane with 2-formylbenzylidenemalonate gave tandem conjugate addition-aldol cyclization product in one pot. The radical tandem reaction was extended to the asymmetric reaction using bis(8-phenylmenthyl) 2-formylbenzylidenemalonate as a chiral Michael acceptor to provide an enantioenriched indane derivative. (C) 2008 Flsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.009