title: Rhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes.
abstract: The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49-91%) with excellent enantioselectivities (96-99% ee).
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011, United States.
authors.forename: Kirsten F
authors.initials: KF
authors.lastname: Johnson
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011, United States.
authors.forename: Adam C
authors.initials: AC
authors.lastname: Schmidt
authors.affiliation: Department of Chemistry, Iowa State University , Ames, Iowa 50011, United States.
authors.forename: Levi M
authors.initials: LM
authors.lastname: Stanley