59108-54-2Relevant academic research and scientific papers
Asymmetric amination of tetralone and chromanone derivatives employing ω-transaminases
Pressnitz, Desiree,Fuchs, Christine S.,Sattler, Johann H.,Knaus, Tanja,Macheroux, Peter,Mutti, Francesco G.,Kroutil, Wolfgang
, p. 555 - 559 (2013/06/05)
Various (S)-selective and (R)-selective ω-transaminases were investigated for the amination of 1- and 2-tetralone and derivatives as well as of 3- and 4-chromanone. All ketones tested were aminated to give the corresponding enantiopure amines (ee > 99%) employing at least one of the enzymes investigated. In most of the cases the (S)- as well as the (R)-enantiomer was obtained in optically pure form. The amination of 3-chromanone was performed on a 100 mg scale leading to optically pure (R)-3-aminochromane (ee > 99%) with complete conversion and 78% isolated yield.
Alkylation of Tricarbonylchromium-Stabilized Benzylic Anions of 3-(Dipropylamino)chroman
Brisander, Magnus,Caldirola, Patrizia,Johansson, Anette M.,Hacksell, Uli
, p. 5362 - 5367 (2007/10/03)
Tricarbonylchromium complexes of racemic and resolved 3-(dipropylamino)chromans were prepared. Benzylic alkylation of the complexes provided access to 4-alkylated derivatives. Alkylations of the endo complex gave only the expected trans products. Unexpectedly, the exo complex predominantly (with methyl iodide) or almost exclusively (with allyl and benzyl bromide) produced the trans derivatives. Steric effects and the nature of the electrophiles appear to direct the outcome of the alkylations.
