95633-06-0Relevant academic research and scientific papers
Highly Diastereoselective 1,5-Asymmetric Induction to 3-Oxazolidino-1-phenylpropan-1-ones by Using Organotitanium Triisopropoxides
Takahashi, Hiroshi,Tanahashi, Koji,Higashiyama, Kimio,Onishi, Hiraku
, p. 479 - 485 (2007/10/02)
The reaction of (S)-3-4'-isopropyl-1',3'-oxazolidino-1-phenylpropan-1-ones (1a, 1b) with 4 mol eq of various organotitanium triisopropoxides in ether at room temperature for 18-20 h gave 1-alkyl(or aryl)-3-N-alkyl(or arylmethyl)-N-1'-isopropyl-2'-hydroxyethylamino-1-phenylpropan-1-ols (2a-h) in good yields.This 1,5-asymmetric induction proceeded with extremly diastereoselectivity.The absolute configurations of 2d and 3d were determined by X-ray analysis.Keywords-absolute configuration; 1,5-asymmetric induction; chiral 1,3-oxazolidine; chiral phenylpropan-1-ol; chiral phenylpropan-1-one; diastereoselective; Grignard reagent; organolithium; organotitanium triisopropoxide; X-ray analysis
Stereoselective Reaction of Chiral Mannich Bases. 1,5-Asymmetric Inductions of (S)-3-4'-Isopropyl-1',3'-oxazolidino-1-arylpropan-1-ones
Takahashi, Hiroshi,Tanahashi, Koji,Higashiyama, Kimio
, p. 4323 - 4327 (2007/10/02)
Chiral Mannich bases, (S)-3-oxazolidino-1-arylpropan-1-ones (3a, 3b), were obtained from acetophenone, (S)-valinol, and paraformaldehyde.The reaction of these 1-arylpropan-1-ones with organometallic reagents gave 3-oxazolidino- and 3-hydroxyethylamino-1-a
