Enantioselective Synthesis of Chiral Indane Derivatives by Rhodium-Catalyzed Addition of Arylboron Reagents to Substituted Indenes
作者:Moeko Umeda、Hikaru Noguchi、Takahiro Nishimura
DOI:10.1021/acs.orglett.0c03651
日期:2020.12.18
asymmetric addition of arylboron reagents to indene derivatives proceeded to give 2-arylindanes in good yields with high enantioselectivity. Deuterium-labeling experiments indicated that the present reaction involved a 1,4-Rh shift from an initially formed benzylrhodium to an arylrhodium intermediate before protonation leading to the corresponding addition product. The asymmetric addition was also successful
Asymmetricaddition of arylboronicacids to 2H-chromenes proceeded in the presence of a hydroxorhodium/chiral diene catalyst to give 3-arylchromanes in high yields with high enantioselectivity. The reaction involves 1,4-Rh shift before protonation to release the addition product and to regenerate the hydroxorhodium species.