Facile Preparation of Chiral 1, 3-Diols via Stereoselective Transfer Hydrogenation of 1, 3-Diones
Ying-Chun Chen
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorJin-Gen Deng
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorTong-Fei Wu
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorXta Cui
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorYao-Zhong Jiang
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorMichael C. K. Choi
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorAlbert S. C. Chan
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorYing-Chun Chen
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorJin-Gen Deng
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorTong-Fei Wu
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorXta Cui
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorYao-Zhong Jiang
Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China
Search for more papers by this authorMichael C. K. Choi
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorAlbert S. C. Chan
Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China
Search for more papers by this authorAbstract
Asymmetric reduction of 1, 3-diones catalyzed by (S, S)-TsD-PEN-Ru(II) complex in a mixture of formic add-triethylamine proceeded with a substrate/catalyst molar ratio of 100 to give (S, S)-l,3-diols with excellent diastereomeric (98.6% de) and enantiomeric purities ( > 99% ee). Other C2-symmetric diols were also obtained in almost quantitative yields with high diastereomeric (80.0%-84.2% de) and enantiomeric purities ( > 99% ee).
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