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Enantioselective Synthesis of Optically Active 3,3-Diarylpropanoates by Conjugate Hydrosilylation with Chiral Rh-bis(oxazolinyl)phenyl Catalysts

Kengou Itoh, Ayae Tsuruta, Jun-ichi Ito, Yoshihiko Yamamoto and Hisao Nishiyama*

*Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603 Japan, Email: hnishiapchem.nagoya-u.ac.jp

K. Itoh, A. Tsuruta, J.-i. Ito, Y. Yamamoto, H. Nishiyama, J. Org. Chem., 2012, 77, 10914-10919.

DOI: 10.1021/jo302357b (free Supporting Information)


Abstract

Chiral rhodium-bis(oxazolinyl)phenyl complexes catalyze the conjugate hydrosilylation of 3,3-diarylacrylate derivatives to prepare optically active 3,3-diarylpropanoate derivatives in high yields and high enantioselectivities.

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Conjugate Reduction of α,β-Unsaturated Aldehydes with Rhodium(bis­oxazolinylphenyl) Catalysts

Y. Kanazawa, H. Nishiyama, Synlett, 2006, 3343-3345.

High Performance of Rh(Phebox) Catalysts in Asymmetric Reductive Aldol Reaction: High Anti-Selectivity

H. Nishiyama, T. Shiomi, Y. Tsuchiya, I. Matsuda, J. Am. Chem. Soc., 2005, 127, 6972-6973.


Key Words

Reduction of α,β-unsaturated compounds, diethoxymethylsilane


ID: J42-Y2012-3770