97275-75-7Relevant academic research and scientific papers
Stereoselective Synthesis of 1,3-Amino Alcohols and 1,3-Amino Ketones
Barluenga, Jose,Aguilar, Enrique,Fustero, Santos,Olano, Bernardo,Viado, Argimiro L.
, p. 1219 - 1223 (2007/10/02)
syn,anti-N-Alkyl-1,3-amino alcohols 2 with three chiral centers are synthesized with high stereoselectivity by reduction of the corresponding anti-N-acylamino ketones 1 with LiAlH4/TiCl4.The intermediate N-acylamino alcohols 3 can be isolated when DIBALH/
Synthesis of 1,3-amino alcohols from 2-aza-1,3-dienes by reduction of 5,6-dihydro-2H-1,3-oxazines
Barluenga,Joglar,Gonzalez,Fustero,Kruger,Tsay
, p. 387 - 393 (2007/10/02)
5,6-Dihydro-2H-1,3-oxazines 3, prepared from 2-aza-1,3-dienes 4, react with sodium in 2-propanol, giving tetrahydro-2H-1,3-oxazines 5. The acid hydrolysis of 5 leads to 1,3-amino alcohols 6 with three stereocenters. The reduction of 3 with lithium aluminum hydride affords N-alkyl derivatives of 1,3-amino alcohols 7 with four stereocenters. The stereochemistry of these compounds was established by X-ray crystallography of (4S*,5S*,6R*)-5-methyl-4,6-diphenyl-3-[(1R*)-1-phenylpropyl]tetra hydro-2H-1,3-oxazine (8).
REDUCTION OF 5,6-DIHYDRO-2H-1,3-OXAZINES. A SIMPLE APPROACH TO 1,3-AMINOALCOHOLS FROM 2-AZA-1,3-DIENES
Barluenga, Jose,Joglar, Jesus,Gonzalez, Francisco J.,Fustero, Santos
, p. 2001 - 2004 (2007/10/02)
The reduction of 5,6-dihydro-2H-1,3-oxazines 2 is described for the first time.This reaction allows the diastereoselective synthesis of 1,3-amino alcohols 3 and 4 with three and four chiral centres.
Diastereoselective Synthesis of γ-Amino Alcohols with Three Chiral Centers by Reduction of β-Amino Ketones and Derivatives
Barluenga, Jose,Olano, Bernardo,Fustero, Santos
, p. 4052 - 4056 (2007/10/02)
γ-Amino alcohols 4 with three chiral centers are obtained in very good yields by reduction of β-amino ketones 2 and β-acylamino ketones 3 with LiAlH4.The stereochemistry of the two diastereoisomers obtained in the reaction (4α and 4β) is unequivocally set
