title: Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes.
abstract: Organocatalytic domino Michael-hemiacetalization of β-tetralones with α,β-unsaturated aldehydes is presented. Treatment of β-tetralones with α,β-unsaturated aldehydes in the presence of diphenylprolinol silyl ether gave 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives with high to excellent chemical yields (50-99%) and high levels of enantioselectivities (up to 96% ee).
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88 Sec. 4, TingChow Road, Taipei, Taiwan 116, ROC.
authors.forename: Jung-Hsuan
authors.initials: JH
authors.lastname: Chen
authors.forename: Chihliang
authors.initials: C
authors.lastname: Chang
authors.forename: Hui-Ju
authors.initials: HJ
authors.lastname: Chang
authors.forename: Kwunmin
authors.initials: K
authors.lastname: Chen
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D044024:Tetralones / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D001578:Benzopyrans; D044024:Tetralones