(R)-3-(3-methoxyphenyl)-3-phenylpropanal | 889135-66-4

• 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: (R)-3-(3-methoxyphenyl)-3-phenylpropanal
• CAS: 889135-66-4
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: HSUIVLMWUPDHAR-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (R)-3-(3-methoxyphenyl)-3-phenylpropanal 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 3-(3-methoxyphenyl)-3-phenyl-1-propanol
  参考文献：
  名称：

  Highly enantioselective 1,4-addition of arylzinc reagents to 3-arylpropenals catalyzed by a rhodium–binap complex in the presence of chlorotrimethylsilane

  摘要：

  Asymmetric 1,4-addition of arylzinc chlorides to (E)-3-arylpropenals proceeded with high enantioselectivity in the presence of a rhodium/(R)-binap catalyst and chlorotrimethylsilane to give, after hydrolysis, high yields of the corresponding 3.3-diarylpropanals of 98-99% ee. The presence of the chlorosilane is essential for high yields of the 1,4-addition products. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.01.036
• 作为产物：
  描述：

  [(E)-(R)-3-(3-Methoxy-phenyl)-3-phenyl-propenyloxy]-trimethyl-silane 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成 (R)-3-(3-methoxyphenyl)-3-phenylpropanal
  参考文献：
  名称：

  Highly enantioselective 1,4-addition of arylzinc reagents to 3-arylpropenals catalyzed by a rhodium–binap complex in the presence of chlorotrimethylsilane

  摘要：

  Asymmetric 1,4-addition of arylzinc chlorides to (E)-3-arylpropenals proceeded with high enantioselectivity in the presence of a rhodium/(R)-binap catalyst and chlorotrimethylsilane to give, after hydrolysis, high yields of the corresponding 3.3-diarylpropanals of 98-99% ee. The presence of the chlorosilane is essential for high yields of the 1,4-addition products. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.01.036

文献信息

• Palladium(II)-catalyzed 1,4-addition of arylboronic acids to β-arylenals for enantioselective syntheses of 3,3-diarylalkanals: a short synthesis of (+)-(R)-CDP 840
  作者：Takashi Nishikata、Yasunori Yamamoto、Norio Miyaura

  DOI：10.1016/j.tetlet.2007.04.038

  日期：2007.6

  1,4-Addition of arylboronic acid to trans-beta-arylenals proceeded smoothly in acetone-water (10/1) at 10-25 degrees C in the presence of [Pd(S,S-chirapbos)(PhCN)(2)](SbF6)(2) (0.5 mol %), AgX (X = BF4, SbF6, 10 mol %) and aqueous 42% HBF4 to afford optically active 3,3-diarylalkanals with high enantioselectivities in a range of 86-97% ee. The protocol provided a method for short-step synthesis of optically active (+)-(R)-CDP 840. (c) 2007 Published by Elsevier Ltd.
• EP1854802
  申请人：——

  公开号：——

  公开（公告）日：——