(-)-tert-butyl {[tert-butyl(dimethyl)silyl]oxy}[(1R)-1-butylprop-2-en-1yl]carbamate | 1304539-92-1

• 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: (-)-tert-butyl {[tert-butyl(dimethyl)silyl]oxy}[(1R)-1-butylprop-2-en-1yl]carbamate
• 英文别名: tert-butyl N-[tert-butyl(dimethyl)silyl]oxy-N-[(3R)-hept-1-en-3-yl]carbamate
• CAS: 1304539-92-1
• 化学式: C₁₈H₃₇NO₃Si
• 分子量: 343.582
• InChiKey: KBTJBOJDEZZFBC-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl (2E)-hep-2-en-1-yl carbonate 、 tert-butyl (tert-butyldimethylsilyl)oxycarbamate 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 (11BS)-N,N-双[(S)-(+)-1-(2-甲氧基苯基)乙基]二萘并[2,1-D：1',2'-f][1,3,2]二氧磷杂七环-4-胺 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以90%的产率得到(-)-tert-butyl {[tert-butyl(dimethyl)silyl]oxy}[(1R)-1-butylprop-2-en-1yl]carbamate
  参考文献：
  名称：

  Enantioselective Iridium-Catalyzed Allylic Substitutions with Hydroxamic Acid Derivatives as N-Nucleophiles

  摘要：

  Enantioselective Ir-catalyzed allylic aminations with hydroxamic acid derivatives are described. Catalysts were prepared in situ from [Ir(cod)Cl](2) or [Ir(dbcot)Cl](2), a phosphoramidite and base. In addition, pure (pi-allyl)Ir complexes containing cod or dbcot as auxiliary ligands were used. Very high degrees of regio- and enantioselectivity were achieved. The reaction products were transformed Into piperidine derivatives suited as precursors for aza-sugars.

  DOI：

  10.1021/ol200688d

文献信息

• Enantioselective Iridium-Catalyzed Allylic Substitutions with Hydroxamic Acid Derivatives as N-Nucleophiles
  作者：Martin Gärtner、Mascha Jäkel、Manuel Achatz、Christoph Sonnenschein、Olena Tverskoy、Günter Helmchen

  DOI：10.1021/ol200688d

  日期：2011.6.3

  Enantioselective Ir-catalyzed allylic aminations with hydroxamic acid derivatives are described. Catalysts were prepared in situ from [Ir(cod)Cl](2) or [Ir(dbcot)Cl](2), a phosphoramidite and base. In addition, pure (pi-allyl)Ir complexes containing cod or dbcot as auxiliary ligands were used. Very high degrees of regio- and enantioselectivity were achieved. The reaction products were transformed Into piperidine derivatives suited as precursors for aza-sugars.