((S)-P,(S)-P,5S,6S)-endo-5-exo-6-di(methylphenylphosphanoyl)bicyclo[2.2.1]hept-2-ene | 1171248-47-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((S)-P,(S)-P,5S,6S)-endo-5-exo-6-di(methylphenylphosphanoyl)bicyclo[2.2.1]hept-2-ene
• CAS: 1171248-47-7
• 化学式: C₂₁H₂₄O₂P₂
• 分子量: 370.368
• InChiKey: SOMYMKCKPRCECC-BVJMNPCISA-N

反应信息

• 作为产物：
  描述：

  ((S)-P,(S)-P)-endo-5-exo-6-di(methylphenylphosphanoyl)bicyclo[2.2.1]hept-2-ene 在 O,O'-dibenzoyl-L-tartaric acid 、 sodium hydroxide 、 水 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 5.0h， 以31%的产率得到((S)-P,(S)-P,5R,6R)-endo-5-exo-6-di(methylphenylphosphanoyl)bicyclo[2.2.1]hept-2-ene
  参考文献：
  名称：

  Asymmetric Diels–Alder cycloaddition of a di-P-stereogenic dienophile with cyclopentadiene

  摘要：

  The Diels-Alder cycloaddition of the di-P-stereogenic dienophile (S-P,S-P)-1 leads to novel di-P-stereogenic norbornene derivatives and proceeds with moderate diastereoselectivity, in the absence of a catalyst. In the presence of TiCl4, however, the diastereoselectivity was raised to 9:1. The major diastereoisomer has been characterized crystallographically. The separation of the diastereomeric cycloadducts was possible by fractional crystallization in the presence of (-)-O,O-dibenzoyltartaric acid monohydrate. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.03.022