Literature DB >> 20852820

Enantioselective conjugate addition of boronic acids to enones catalyzed by O-monoacyltartaric acids.

Masaharu Sugiura1, Mirai Tokudomi, Makoto Nakajima.   

Abstract

We have found that O-monoacyltartaric acids catalyze asymmetric conjugate addition of boronic acids to enones with good enantioselectivity, and the 3,5-di(tert-butyl)benzoyl group provides the best results among the acyl groups examined.

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Year:  2010        PMID: 20852820     DOI: 10.1039/c0cc03076g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  Enantioselective boronate additions to N-acyl quinoliniums catalyzed by tartaric acid.

Authors:  Tomohiro Kodama; Philip N Moquist; Scott E Schaus
Journal:  Org Lett       Date:  2011-11-08       Impact factor: 6.005

2.  Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to β-Indolyl Enones and β-Pyrrolyl Enones.

Authors:  Amy Boylan; Thien S Nguyen; Brian J Lundy; Jian-Yuan Li; Ravikrishna Vallakati; Sasha Sundstrom; Jeremy A May
Journal:  Molecules       Date:  2021-03-14       Impact factor: 4.411

3.  Crown Ether-Derived Chiral BINOL: Enantioselective Michael Addition of Alkenyl Boronic Acids to α,β-Unsaturated Ketones.

Authors:  Jia-Ju Tao; Jia-Dong Tang; Tao Hong; Jia-Wen Ye; Jia-Yu Chen; Chunsong Xie; Zibin Zhang; Shijun Li
Journal:  ACS Omega       Date:  2021-12-10

4.  Asymmetric [4 + 2] annulation of 5H-thiazol-4-ones with a chiral dipeptide-based Brønsted base catalyst.

Authors:  Bo Zhu; Shuai Qiu; Jiangtao Li; Michelle L Coote; Richmond Lee; Zhiyong Jiang
Journal:  Chem Sci       Date:  2016-06-09       Impact factor: 9.825

Review 5.  Chiral Diol-Based Organocatalysts in Enantioselective Reactions.

Authors:  Truong N Nguyen; Po-An Chen; Krit Setthakarn; Jeremy A May
Journal:  Molecules       Date:  2018-09-11       Impact factor: 4.411

  5 in total

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