title: Organocatalytic synthesis of multiple substituted bicyclo[4.4.0]decalin system.
abstract: An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.
authors.affiliation: Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan 116, ROC.
authors.forename: Shaik
authors.initials: S
authors.lastname: Anwar
authors.forename: Hui-Ju
authors.initials: HJ
authors.lastname: Chang
authors.forename: Kwunmin
authors.initials: K
authors.lastname: Chen
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D002384:Catalysis; D008958:Models, Molecular; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis*
chemical_list: D001643:Bridged Bicyclo Compounds; D009281:Naphthalenes; C007229:decalin