| 1022912-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• CAS: 1022912-47-5
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: JBUUIEGKFWHUIB-RDJZCZTQSA-N

反应信息

• 作为产物：
  描述：

  在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  An asymmetric synthesis of esters and γ-lactones with simultaneous construction of vicinal stereogenic carbons at the α- and β-position starting from optically active 1-chlorovinyl p-tolyl sulfoxides

  摘要：

  Treatment of optically active 1-chlorovinyl p-tolyl sulfoxides with two different substituents at the 2-position, which were synthesized from aldehydes or unsymmetrical ketones and (R)-(-)-chloromethyl p-tolyl sulfoxide in two or three steps, with the lithium enolate of carboxylic acid tert-butyl esters gave the adducts with substituents at the alpha- and beta-position with high 1,3- and 1,4-chiral induction from the stereogenic sulfur center in high yields. The adducts were converted to optically active esters and gamma-lactones having stereogenic centers at the alpha- and beta-position in good to high yields. This procedure offers a new method for a synthesis of optically active carboxylic acid derivatives with stereogenic centers at the alpha- and beta-position. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.040