2-[(1E,3Z)-4-(2-Methoxy-naphthalene-1-sulfonyl)-buta-1,3-dienyl]-cyclopropane-1,1-dicarboxylic acid dimethyl ester | 227103-18-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(1E,3Z)-4-(2-Methoxy-naphthalene-1-sulfonyl)-buta-1,3-dienyl]-cyclopropane-1,1-dicarboxylic acid dimethyl ester
• CAS: 227103-18-6
• 化学式: C₂₂H₂₂O₇S
• 分子量: 430.478
• InChiKey: SORLFNHOJNUECY-VGNJZPHMSA-N

反应信息

• 作为反应物：
  描述：

  2-[(1E,3Z)-4-(2-Methoxy-naphthalene-1-sulfonyl)-buta-1,3-dienyl]-cyclopropane-1,1-dicarboxylic acid dimethyl ester 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 phosphine ligand 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (S)-2-[(E)-2-(2-Methoxy-naphthalene-1-sulfonyl)-vinyl]-cyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Participation of the chiral sulfinyl functionality in palladium-catalyzed asymmetric vinylcyclopropane-cyclopentene rearrangements

  摘要：

  Stereochemical studies on the palladium-catalyzed asymmetric 1,3-rearrangements of [4-chiral arylsulfinyl-1,3(E or Z)-butadienyl]cyclopropanes to chiral cyclopentenes are described. The plausible mechanism for the rationalization of the stereochemical outcomes is proposed, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00508-0
• 作为产物：
  描述：

  (E)-dimethyl 2-(3-oxoprop-1-enyl)cyclopropane-1,1-dicarboxylate 在 间氯过氧苯甲酸 作用下， 生成 2-[(1E,3Z)-4-(2-Methoxy-naphthalene-1-sulfonyl)-buta-1,3-dienyl]-cyclopropane-1,1-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Participation of the chiral sulfinyl functionality in palladium-catalyzed asymmetric vinylcyclopropane-cyclopentene rearrangements

  摘要：

  Stereochemical studies on the palladium-catalyzed asymmetric 1,3-rearrangements of [4-chiral arylsulfinyl-1,3(E or Z)-butadienyl]cyclopropanes to chiral cyclopentenes are described. The plausible mechanism for the rationalization of the stereochemical outcomes is proposed, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00508-0