(E)-N-propargyl-1-methyl-5-triethylsilylpent-4-enylamine | 528878-15-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-N-propargyl-1-methyl-5-triethylsilylpent-4-enylamine
• 英文别名: (E)-N-prop-2-ynyl-6-triethylsilylhex-5-en-2-amine
• CAS: 528878-15-1
• 化学式: C₁₅H₂₉NSi
• 分子量: 251.487
• InChiKey: PAXIKILZWULFRU-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N-propargyl-1-methyl-5-triethylsilylpent-4-enylamine 在 N-氯代丁二酰亚胺 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Stereoselective synthesis of 2-methylenepyrrolizidines by tandem cyclization of N-propargylaminyl radicals

  摘要：

  Tandem cyclization of N-propargylaminyl radicals, generated by N-chlorination of (E)-alk-4-enylamines 2a-d and 2f followed by treatment with tributyltin radical, afforded 2-methylenepyrrolizidines 3a-d and 3f in a highly stereoselective manner. A similar radical cyclization of (Z)-N-propargyl-1-methyl-5-phenylpent-4-enylamine (2e) gave pyrrolizidine 3b having the same stereochemistry as that obtained from the E isomer 2b. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01613-7
• 作为产物：
  描述：

  5-己炔-2-酮 在 dihydrogen hexachloroplatinate 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (E)-N-propargyl-1-methyl-5-triethylsilylpent-4-enylamine
  参考文献：
  名称：

  Stereoselective synthesis of 2-methylenepyrrolizidines by tandem cyclization of N-propargylaminyl radicals

  摘要：

  Tandem cyclization of N-propargylaminyl radicals, generated by N-chlorination of (E)-alk-4-enylamines 2a-d and 2f followed by treatment with tributyltin radical, afforded 2-methylenepyrrolizidines 3a-d and 3f in a highly stereoselective manner. A similar radical cyclization of (Z)-N-propargyl-1-methyl-5-phenylpent-4-enylamine (2e) gave pyrrolizidine 3b having the same stereochemistry as that obtained from the E isomer 2b. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01613-7

文献信息

• Stereoselective synthesis of 2-methylenepyrrolizidines by tandem cyclization of N-propargylaminyl radicals
  作者：Hikaru Hasegawa、Hisanori Senboku、Yoshinori Kajizuka、Kazuhiko Orito、Masao Tokuda

  DOI：10.1016/s0040-4020(02)01613-7

  日期：2003.2

  Tandem cyclization of N-propargylaminyl radicals, generated by N-chlorination of (E)-alk-4-enylamines 2a-d and 2f followed by treatment with tributyltin radical, afforded 2-methylenepyrrolizidines 3a-d and 3f in a highly stereoselective manner. A similar radical cyclization of (Z)-N-propargyl-1-methyl-5-phenylpent-4-enylamine (2e) gave pyrrolizidine 3b having the same stereochemistry as that obtained from the E isomer 2b. (C) 2003 Elsevier Science Ltd. All rights reserved.