(2S)-1,2-carbonyldioxy-1,1-diethyl-2-[1-(2-methoxyphenoxy)-(2E)-methylvinyl]ethane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S)-1,2-carbonyldioxy-1,1-diethyl-2-[1-(2-methoxyphenoxy)-(2E)-methylvinyl]ethane
• 英文别名: (5R)-4,4-diethyl-5-[(E)-1-(2-methoxyphenoxy)prop-1-enyl]-1,3-dioxolan-2-one
• 化学式: C₁₇H₂₂O₅
• 分子量: 306.359
• InChiKey: ZTLDUZBLOPTXEA-LYOQKUPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二氧化碳 、 木榴油 、 Carbonic acid (S)-4-ethyl-4-hydroxy-1-methyl-hex-2-ynyl ester methyl ester 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 1,3-双(二苯基膦)丙烷 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2R)-1,2-carbonyldioxy-1,1-diethyl-2-[1-(2-methoxyphenoxy)-(2E)-methylvinyl]ethane 、 (2S)-1,2-carbonyldioxy-1,1-diethyl-2-[1-(2-methoxyphenoxy)-(2E)-methylvinyl]ethane
  参考文献：
  名称：

  Palladium-Catalyzed Enantiospecific Reaction of Propargylic Carbonates with Phenols:  Cascade Chirality Transfer

  摘要：

  [GRAPHICS]A cascade chirality transfer process has been achieved by the palladium-catalyzed reaction of substituted propargylic carbonates with phenols. The reaction proceeds in a highly enantiospecific manner to produce chiral cyclic carbonates, which supports the existence of the pi-propargylpalladium intermediate in the reaction mechanism. The (E)- and (Z)-selectivity of the products can be controlled by choice of the phosphine ligand.

  DOI：

  10.1021/ol0351753

文献信息

• Palladium-Catalyzed Enantiospecific Reaction of Propargylic Carbonates with Phenols:  Cascade Chirality Transfer
  作者：Masahiro Yoshida、Mika Fujita、Masataka Ihara

  DOI：10.1021/ol0351753

  日期：2003.9.1

  [GRAPHICS]A cascade chirality transfer process has been achieved by the palladium-catalyzed reaction of substituted propargylic carbonates with phenols. The reaction proceeds in a highly enantiospecific manner to produce chiral cyclic carbonates, which supports the existence of the pi-propargylpalladium intermediate in the reaction mechanism. The (E)- and (Z)-selectivity of the products can be controlled by choice of the phosphine ligand.