(2R)-2-[(2S,3S,6S)-6-allyl-3-methyl-2-(2-phenylethyl)piperidin-1-yl]-2-phenylethanol | 1290057-86-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (2R)-2-[(2S,3S,6S)-6-allyl-3-methyl-2-(2-phenylethyl)piperidin-1-yl]-2-phenylethanol
• CAS: 1290057-86-1
• 化学式: C₂₇H₃₅NO₂
• 分子量: 405.58
• InChiKey: GSWHQMDZTQQXMB-VJVDPEALSA-N

反应信息

• 作为反应物：
  描述：

  (2R)-2-[(2S,3S,6S)-6-allyl-3-methyl-2-(2-phenylethyl)piperidin-1-yl]-2-phenylethanol 在 20 % Pd(OH)2/C 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、1.01 MPa 条件下， 反应 24.0h， 生成
  参考文献：
  名称：

  Cyclohydrocarbonylation-Based Strategy toward Poly- Substituted Piperidines

  摘要：

  Convenient accesses to enantiomerically pure 2-, 2,3-, 2,6-, 2,3,6-substituted piperidines and 1,4-substituted indolizine are described. At first, indium-mediated aminoallylation and -crotylation of aldehydes with (R)-phenylglycinol or (1R,2S)-1-amino-2-indanol gave homoallylamines with high stereocontrol. Then, these products, submitted to a Rh(I)-catalyzed hydroformylative cyclohydrocarbonylation, afforded perhydrooxazolo [3,2-a]piridines whose oxazolidines are opened with nucleophiles. Finally, the removal of the chiral auxiliaries delivered the enantiomerically pure piperidines.

  DOI：

  10.1021/ol200557r
• 作为产物：
  描述：

  (1S,2S,5aS,10bR)-1-[3-(benzyloxy)propyl]-2-methyl-2,3,4,4a,6,10b-hexahydro-1H,5aH-indeno[1',2':4,5][1,3]oxazolo[3,2-a]pyridine 、 乙烯基溴化镁 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 以76%的产率得到(2R)-2-[(2S,3S,6S)-6-allyl-3-methyl-2-(2-phenylethyl)piperidin-1-yl]-2-phenylethanol
  参考文献：
  名称：

  Cyclohydrocarbonylation-Based Strategy toward Poly- Substituted Piperidines

  摘要：

  Convenient accesses to enantiomerically pure 2-, 2,3-, 2,6-, 2,3,6-substituted piperidines and 1,4-substituted indolizine are described. At first, indium-mediated aminoallylation and -crotylation of aldehydes with (R)-phenylglycinol or (1R,2S)-1-amino-2-indanol gave homoallylamines with high stereocontrol. Then, these products, submitted to a Rh(I)-catalyzed hydroformylative cyclohydrocarbonylation, afforded perhydrooxazolo [3,2-a]piridines whose oxazolidines are opened with nucleophiles. Finally, the removal of the chiral auxiliaries delivered the enantiomerically pure piperidines.

  DOI：

  10.1021/ol200557r