Instantaneous room-temperature and highly enantioselective ArTi(O-i-Pr)3 additions to aldehydes

Kuo-Hui Wu; Shuangliu Zhou; Chien-An Chen; Mao-Chi Yang; Ruei-Tang Chiang; Chi-Ren Chen; Han-Mou Gau

doi:10.1039/C1CC15059F

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Instantaneous room-temperature and highly enantioselective ArTi(O-i-Pr)₃ additions to aldehydes†

Kuo-Hui Wu,^a Shuangliu Zhou,^ab Chien-An Chen,^a Mao-Chi Yang,^a Ruei-Tang Chiang,^a Chi-Ren Chen^a and Han-Mou Gau*^a

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* Corresponding authors

^a Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan, Republic of China
E-mail: hmgau@dragon.nchu.edu.tw
Fax: +886 4 2286 2547
Tel: +886 4 2287 8615

^b Anhui Key Laboratory of Functional Molecular Solids, College of Chemistry and Materials Science, Anhui Normal University, Anhui 241000, Wuhu, China

Abstract

Direct asymmetric additions of ArTi(O-i-Pr)₃ to aldehydes catalyzed by a titanium catalyst of (R)-H₈-BINOL are reported. The reactions proceed instantaneously at room temperature, affording alcohols in ≥90% ee. Importantly, the ArTi(O-i-Pr)₃ reagent differentiates the ligand effectiveness in an order of H₈-BINOL > BINOL > TADDOL > diol 3 > disulfonamide 2.

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Article information

DOI: https://doi.org/10.1039/C1CC15059F
Article type: Communication
Submitted: 15 Aug 2011
Accepted: 19 Sep 2011
First published: 27 Sep 2011

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Chem. Commun., 2011,47, 11668-11670

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Instantaneous room-temperature and highly enantioselective ArTi(O-i-Pr)₃ additions to aldehydes

K. Wu, S. Zhou, C. Chen, M. Yang, R. Chiang, C. Chen and H. Gau, Chem. Commun., 2011, 47, 11668 DOI: 10.1039/C1CC15059F

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