(Z)-2,4-Dimethyl-pent-2-enoic acid (1R,2S,3R,4S)-3-benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester | 138712-36-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (Z)-2,4-Dimethyl-pent-2-enoic acid (1R,2S,3R,4S)-3-benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS: 138712-36-4
• 化学式: C₂₄H₃₄O₃
• 分子量: 370.532
• InChiKey: JPDHSBQGXYBXMB-LXRDWYMDSA-N

反应信息

• 作为反应物：
  描述：

  (Z)-2,4-Dimethyl-pent-2-enoic acid (1R,2S,3R,4S)-3-benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 在 麻黄素 作用下， 以 正己烷 为溶剂， 生成 (R)-2,4-Dimethyl-pent-3-enoic acid (1R,2S,3R,4S)-3-benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 、 (S)-2,4-Dimethyl-pent-3-enoic acid (1R,2S,3R,4S)-3-benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
  参考文献：
  名称：

  Reversal of diastereoselectivity in protonation of chiral photodienols

  摘要：

  The configuration of the new asymmetric center created in the photodeconjugation of an alpha-substituted alpha,beta-unsaturated ester derived from exo, exo-benzyloxybornanol depends on the structure of the achiral species used as the catalyst of the protonation of the intermediate dienol. Thus, the ratio of the deconjugated diastereoisomers varies from 91/9 to 37/63.

  DOI：

  10.1016/s0957-4166(00)82006-6