TY - JOUR T1 - Iridium-Catalyzed Intermolecular Asymmetric Dearomatization of β-Naphthols with Allyl Alcohols or Allyl Ethers. AU - Tu,Hang-Fei, AU - Zheng,Chao, AU - Xu,Ren-Qi, AU - Liu,Xi-Jia, AU - You,Shu-Li, Y1 - 2017/01/09/ PY - 2016/10/02/received PY - 2017/1/10/pubmed PY - 2017/1/10/medline PY - 2017/1/10/entrez KW - allylic substitution KW - asymmetric catalysis KW - dearomatization KW - iridium KW - naphthol SP - 3237 EP - 3241 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 56 IS - 12 N2 - An Ir-catalyzed intermolecular asymmetric dearomatization reaction of β-naphthols with allyl alcohols or allyl ethers was developed. When an iridium catalyst generated from [Ir(COD)Cl]2 (COD=cyclooctadiene) and a chiral P/olefin ligand is employed, highly functionalized β-naphthalenone compounds bearing an all-carbon-substituted quaternary chiral center were obtained in up to 92 % yield and 98 % ee. The direct utilization of allyl alcohols as electrophiles represents an improvement from the viewpoint of atom economy. Allyl ethers were found to undergo asymmetric allylic substitution reaction under Ir catalysis for the first time. The diverse transformations of the dearomatized product to various motifs render this method attractive. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/28067451/Iridium_Catalyzed_Intermolecular_Asymmetric_Dearomatization_of_β_Naphthols_with_Allyl_Alcohols_or_Allyl_Ethers_ DB - PRIME DP - Unbound Medicine ER -