144785-36-4Relevant academic research and scientific papers
Asymmetric synthesis of (-)-(E)-5-hydroxy-5-isopropyl-3-hepten-2-one, a cembrane-derived compound from Greek tobacco
Shimazaki,Ohta
, p. 957 - 958 (2007/10/02)
The lithiation of (+)-N,N-dimethyl-1-(2-methylsulfinylphenyl)-ethylamine (2) with butyllithium followed by reaction with unsymmetrical ketones gave the corresponding tert-alcohols with high diastereoselectivity. By following this procedure, (R)-(E)-5-hydroxy-5-isopropyl-3-hepten-2-ones (1), isolated from the extract of Greek tobacco, was synthesized and the absolute configuration on the asymmetric carbon determined.
