Jump to Main Content
Enantioselective Synthesis of 4-Methyl-3,4-dihydroisocoumarin via Asymmetric Hydroformylation of Styrene Derivatives
- Qu, Bo, Tan, Renchang, Herling, Madison R., Haddad, Nizar, Grinberg, Nelu, Kozlowski, Marisa C., Zhang, Xumu, Senanayake, Chris H.
- Journal of organic chemistry 2019 v.84 no.8 pp. 4915-4920
- aldehydes, chemical reactions, chemical structure, enantioselective synthesis, ligands, organic chemistry, styrene
- Enantioenriched aldehydes are produced through asymmetric hydroformylation of styrene derivatives using BIBOP-type ligands. The featured example is enantioselective synthesis of 4-methyl-3,4-dihydroisocoumarin, which was prepared in a 95.1:4.9 enantiomeric ratio from asymmetric hydroformylation of ethyl 2-vinylbenzoate followed by in situ lactonization during the reduction process. The conditions are compatible with both electron-rich and electron-poor substituents.