Literature DB >> 16776544

Stereoselective synthesis of Z-alpha-aryl-alpha,beta-unsaturated esters.

Neelakandha S Mani1, Christopher M Mapes, Jiejun Wu, Xiaohu Deng, Todd K Jones.   

Abstract

An efficient method for the stereoselective synthesis of (Z)-alpha-arylacrylates is described. Treatment of alpha-hydroxyesters with triflic anhydride and pyridine at 0 degrees C followed by warming to room temperature afforded the corresponding (Z)-alpha-aryl-alpha,beta-unsaturated esters in very good yields and excellent stereoselectivity.

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Year:  2006        PMID: 16776544     DOI: 10.1021/jo060586t

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


  3 in total

1.  P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters.

Authors:  Sunewang Rixin Wang; Alexander T Radosevich
Journal:  Org Lett       Date:  2015-07-15       Impact factor: 6.005

2.  A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.

Authors:  Ranjan Jana; Jon A Tunge
Journal:  J Org Chem       Date:  2011-09-23       Impact factor: 4.354

3.  Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination.

Authors:  Kelsey F VanGelder; Melinda Wang; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2015-10-03       Impact factor: 4.354

  3 in total

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