5653-12-3Relevant academic research and scientific papers
Synthesis of chiral alcohols by asymmetric reductions of various ketones including α-aminophenones
Brown, Eric,Leze, Antoine,Touet, Joel
, p. 2029 - 2040 (2007/10/03)
LiAlH4 previously treated with 2.5 equiv. of (S)-(+) or (R)-(-)-2-(2-isoindolinyl)butan-1-ol 1 reduced the six α-aminophenones 4-9 into the corresponding optically active β-aminoalcohols 10-15 whose ee's were in the range of 40-97% after chroma
Photoreactions of α-Amino Ketones Derived from Heterocyclic Secondary Amines
Hill, John,Zakaria, Marwan M.,Mumford, David
, p. 2455 - 2458 (2007/10/02)
The photochemical behaviour of N-phenacyl nitrogen heterocycles varies with the size of the heterocyclic ring.U.v. irradiation of 1-phenacylindoline and 2,3,3-trimethyl-1-phenacylindoline resulted in type-II fission to give acetophenone and indole or 2,3,3-trimethyl-3H-indole, respectively.Indole was also produced, along with 2,3-diphenylbutane-2,3-diol, when indoline was irradiated with acetophenone.Both 1-phenacyl- and 1-(2-oxocyclohexyl)-1,2,3,4-tetrahydroquinoline underwent type-II cyclisation to azetidinol derivatives; fission was a minor process.In contrast, on irradiation of 5,6-dihydro-5- phenacylphenanthridine, type-II fission occurred to give acetophenone and phenanthridine.Irradiation of 2,3,4,5-tetrahydro-1-phenacyl-1H-benzazepine resulted in direct homolysis of the N-CH2CO bond to yield 2,3,4,5-tetrahydro-1H-benzazepine as the major product.
