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Enantioselective Rhodium-Catalyzed Desymmetric Hydrosilylation of Cyclopropenes

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posted on 08.09.2019, 18:13 by Zhi-Yuan Zhao, Yi-Xue Nie, Ren-He Tang, Guan-Wu Yin, Jian Cao, Zheng Xu, Yu-Ming Cui, Zhan-Jiang Zheng, Li-Wen Xu
Catalytic hydrosilylation of alkenes ranks as one of the most important academic and industrial synthetic reactions in homogeneous catalysis and organosilicon chemistry. In this work, a highly enantioselective Rh-catalyzed desymmetric hydrosilylation reaction of 1,1-disubstituted cyclopropenes with the promotion of chiral DTBM-SEGPHOS is described. It allows for a straightforward access to potentially valuable chiral organosilicon compounds bearing a carbon quaternary stereocenter in high yields with good diastereo- and enantioselectivities (up to >99:1 d.r. and >99% ee) in a 100% atom-efficient manner from readily available starting cyclopropenes and hydrosilanes.