(E)-3-Methoxymethoxy-2-methyl-dec-4-ene | 120361-47-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-3-Methoxymethoxy-2-methyl-dec-4-ene
• 英文别名: (E)-3-(methoxymethoxy)-2-methyldec-4-ene
• CAS: 120361-47-9
• 化学式: C₁₃H₂₆O₂
• 分子量: 214.348
• InChiKey: FKZGCHIFILEENO-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正丁基锂 、 (E)-1-Chloro-4-methoxymethoxy-5-methyl-hex-2-ene 生成 (E)-3-Methoxymethoxy-2-methyl-dec-4-ene 、 (3R,4S)-3-Methoxymethoxy-2-methyl-4-vinyl-octane
  参考文献：
  名称：

  1,2-Asymmetric induction in the SN2'-allylation of organocopper and organozinc reagents

  摘要：

  The S(N)2'-selective reaction of organocopper or organozinc reagents with allylic chlorides having a chiral center at the delta-position proceeds with up to 100% diastereoselectivity. The observed 1,2-asymmetric induction conforms to pure steric control (Cram-Felkin-Anh model) even in cases where conventional chelation control may seem to operate, and the level of the selectivity was found to be much higher than those found for the additions of organometallics to structurally comparable alpha-substituted carbonyl compounds.

  DOI：

  10.1021/jo00071a022

文献信息

• Virtually complete diastereofacial selectivity in the SN2' allylation of organocopper reagents
  作者：Eiichi Nakamura、Kouichi Sekiya、Masayuki Arai、Satoshi Aoki

  DOI：10.1021/ja00190a068

  日期：1989.4