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

Hisao Nishiyama,* Takushi Shiomi, Yasunori Tsuchiya and Isamu Matsuda

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

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

DOI: 10.1021/ja050698m (free Supporting Information)

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Abstract

Chiral rhodium(bisoxazolinylphenyl) complexes efficiently catalyze the asymmetric reductive aldol reaction of aldehydes and α,β-unsaturated esters with hydrosilanes to give the corresponding β-hydroxypropionates with high anti-selectivity and enantioselectivity. The selectivity is discussed.

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

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

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Key Words

β-Hydroxy Esters, Reductive Aldol Reaction

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ID: J48-Y2005-2360