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Chiral dihydrobenzofuran-based diphosphine (BICMAP): optical resolution and application to rhodium(I)-catalyzed asymmetric 1,4-addition of aryl- and alkenylboronic acids to cyclic enones
Authors:Takashi Mino  Masatoshi HashimotoKatsunori Uehara  Yoshiaki NaruseShohei Kobayashi  Masami SakamotoTsutomu Fujita
Institution:Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
Abstract:Chiral dihydrobenzofuran-based diphosphine ligand (BICMAP) 1 was used as a ligand for the rhodium(I)-catalyzed asymmetric 1,4-addition of arylboronic acids to cyclic enones up to 99% ee. We also found that the BICMAP-rhodium system was an efficient catalyst for the 1,4-addition of alkenylboronic acids to 2-cyclohexenone in good enantioselectivities.
Keywords:Rhodium catalyst  Diphosphine  Asymmetric reaction  1  4-Addition
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