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Silver/ThioClickFerrophos Complex as an Effective Catalyst for Asymmetric Conjugate Addition of Glycine Imino Ester to Unsaturated Malonates and α-Enones

Takashi Konno, Sayo Watanabe, Tatsuki Takahashi, Yuichiro Tokoro and Shin-ichi Fukuzawa*

*Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, Tokyo, Japan, Email: orgsynthkc.chuo-u.ac.jp

T. Konno, S. Watanabe, T. Takahashi, Y. Tokoro, S.-i. Fukuzawa, Org. Lett., 2013, 15, 4418-4421.

DOI: 10.1021/ol4019584 (free Supporting Information)


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Abstract

The AgOAc/ThioClickFerrophos complex effectively catalyzed a conjugate addition of glycine imino esters to arylidene and alkylidene malonates, furnishing the corresponding adducts in good yields with high enantioselectivities. The complex also catalyzed a highly enantioselective, conjugate addition to α-enones in the presence of 1,4-diazabicyclo[2.2.2]octane.

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Key Words

carbonyl compounds, α-amino esters


ID: J54-Y2013