3,3-diethyl-7-phenylisochroman | 1028202-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 3,3-diethyl-7-phenylisochroman
• CAS: 1028202-55-2
• 化学式: C₁₉H₂₂O
• 分子量: 266.383
• InChiKey: QDOYMJCTXLCRSQ-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  3-{[3-(hydroxymethyl)biphenyl-4-yl]methyl}pentan-3-ol 在 磷酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以82%的产率得到3,3-diethyl-7-phenylisochroman
  参考文献：
  名称：

  Regioselective reductive opening of substituted phthalans: synthetic applications

  摘要：

  The reductive opening of substituted phthalans 6, 11, 12, 20, 21 and 28 with lithium and a catalytic amount of DTBB leads to the formation of corresponding functionalised organolithium intermediates 8, 15, 16, 23, 25 and 29+30 in a regioselective manner. The further reaction of these dianions with different electrophiles, mainly carbonyl compounds, gives the expected functionalised benzylic alcohols 9, 17, 18, 24, 26 and 31+32. The observed stereochemistry can be easily explained taking into account the values of the electron densities deduced by semiempirical PM3 calculations. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.072