In this study, highly enantioselective copper(I)-catalyzed hydroboration of bicyclic alkenes is reported. Using a copper-taniaphos complex, excellent enantioselectivities up to >99% ee were obtained for bicyclic alkenes including oxa- and azabicyclic alkenes. Furthermore, copper-catalyzed enantiodivergent hydroboration methods with the same chiral ligand-copper precursors were developed using different boron sources based on alternative mechanistic pathways.

Copper(I)-Taniaphos Catalyzed Enantiodivergent Hydroboration of Bicyclic Alkenes. -Copper-catalyzed enantiodivergent hydroboration of bicyclic alkenes is achieved using the same chiral ligand (TPO) but different boron sources. -(LEE, H.; LEE, B. Y.; YUN*, J.; Org. Lett. 17 (2015) 3, 764-766, http://dx.doi.org/10.1021/ol503598w ; Dep. Chem., Sung Kyun Kwan Univ., Suwon 440-746, S. Korea; Eng.) -Mais 26-048