Literature DB >> 25490142

Organocatalyzed asymmetric aldol reactions of ketones and β,γ-unsaturated α-ketoesters and phenylglyoxal hydrates.

Swapna Konda1, Qun-Sheng Guo, Manabu Abe, Huicai Huang, Hadi Arman, John C-G Zhao.   

Abstract

Enantioselective aldol reactions of acetophenone with β,γ-unsaturated α-ketoesters and cyclic ketones with phenylglyoxal hydrates were realized with cinchona alkaloid-derived thiourea catalysts. The corresponding aldol products were obtained in high yields and good to excellent diastereoselectivities and enantioselectivities (up to 95% ee).

Entities:  

Year:  2014        PMID: 25490142     DOI: 10.1021/jo502254e

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones.

Authors:  Yu-Hao Zhou; Yu-Zu Zhang; Zhu-Lian Wu; Tian Cai; Wei Wen; Qi-Xiang Guo
Journal:  Molecules       Date:  2020-02-03       Impact factor: 4.411

Review 2.  Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis.

Authors:  Ruixian Deng; Tian-Jiao Han; Xiang Gao; Yuan-Fu Yang; Guang-Jian Mei
Journal:  iScience       Date:  2022-02-11

Review 3.  Chiral Thioureas-Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry.

Authors:  Franz Steppeler; Dominika Iwan; Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Molecules       Date:  2020-01-18       Impact factor: 4.411

  3 in total

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