2-(tert-butyldimethylsilyloxy)-6-ethylcyclohex-1-enyl N,N-diisopropylcarbamate | 1174755-47-5

• 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: 2-(tert-butyldimethylsilyloxy)-6-ethylcyclohex-1-enyl N,N-diisopropylcarbamate
• 英文别名: [2-[tert-butyl(dimethyl)silyl]oxy-6-ethylcyclohexen-1-yl] N,N-di(propan-2-yl)carbamate
• CAS: 1174755-47-5
• 化学式: C₂₁H₄₁NO₃Si
• 分子量: 383.647
• InChiKey: MUGBHSVQPPADEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.69
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  6-oxocyclohex-1-enyl N,N-diisopropylcarbamate 、 叔丁基二甲硅基三氟甲磺酸酯 、 diethylzinc 在 N,N-Bis((R)-1-phenylethyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 16.0h， 以69%的产率得到2-(tert-butyldimethylsilyloxy)-6-ethylcyclohex-1-enyl N,N-diisopropylcarbamate
  参考文献：
  名称：

  Copper-catalyzed asymmetric addition of Et2Zn to 2-cyclohexen-1-one and 2-carbamoyloxy-2-cyclohexen-1-one with phosphoramidite, phosphite, and bidentate phosphite–oxazoline ligands

  摘要：

  New biphenol-backboned phosphite-oxazoline bidentate ligands were synthesized and applied in the copper-catalyzed asymmetric conjugate additions on 2-cyclohexen-1-one with Et2Zn. In these reactions, the non-chiral oxazoline unit has demonstrated significant impact on the enantioselectivity. 2-Carbamoyloxy-2-cyclohexen-1-one is a new alpha-oxygenated cyclic enone substrate and was synthesized and applied to the aforementioned addition with certain phosphoramidite, phosphite, and the new bidentate ligands. Good ee has been obtained on this substrate. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.03.017