Literature DB >> 30274321

Correction: de Gonzalo, G. Lipase Catalysed Kinetic Resolution of Racemic 1,2-Diols Containing a Chiral Quaternary Center. Molecules 2018, 23, 1585.

Gonzalo de Gonzalo1.   

Abstract

Entities:  

Year:  2018        PMID: 30274321      PMCID: PMC6222774          DOI: 10.3390/molecules23102503

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


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The authors wish to make the following corrections to their paper [1]. The authors are sorry to report that the absolute configurations of the 1,2-diols (1–5d) as well as the acetates (1–5e) obtained in this paper are inverted. In order to establish the absolute configuration of these compounds, specific rotation values should be compared with those described in [2] for (R)-1d, (R)-4d and (R)-5d, instead of the value provided in [3] for (R)-ethyl 2-benzyl-2,3-dihydroxypropanoate. This compound is the benzylic analogue of 1,2-diols 1–5d. Compound 6d (ethyl 2-hydroxy-2-hydroxymethyl-4-phenylbutanoate) presents the chiral quaternary center bound to an aliphatic carbon instead of an aromatic one. Thus, specific rotation values cannot be compared with the ones given in [2], and only the relative configurations of 6d and 6e are indicated. Consequently, the authors wish to make the following corrections to the paper: In the enzymatic kinetic resolutions of 1,2-diols containing the chiral center bound to an aromatic carbon atom, (S)-1,2-diols (S)-1–5d and (R)-acetates (R)-1–5e are obtained. With regard to substrate 6d, the 1,2-diol achieved was (−)-6d, whereas the acetate obtained was (+)-6e. Thus, we replace all over the manuscript (R)-1–5d with (S)-1–5d, (S)-1–5e with (R)-1–5e, (R)-6d with (−)-6d and (S)-6e with (+)-6e. In page 4, replace “(±)-1e” with “(±)-1d”, “(S)-acetates 2–6e” with “(R)-acetates 2–5e”. In page 6 we change “The absolute configuration of the 1,2-diols (R)-1–6d and the acetates (S)-1–6e” with “The absolute configuration of the 1,2-diols (S)-1–5d and the acetates (R)-1–5e”, and “(R)-ethyl 2-benzyl-2,3-dihydroxypropanoate [23].” to “(R)-ethyl 2,3-dihydroxy-2-phenylpropanoate [(R)-1d], (R)-ethyl 2,3-dihydroxy-2-(4-methoxyphenyl)propanoate [(R)-4d], and (R)-ethyl 2,3-dihydroxy-2-(tiophen-2-yl)propanoate, [(R)-5d] in reference [26].” The scheme of Table 2 is to be replaced: Table 2. Lipase-catalysed acylation of rac-ethyl 2,3-dihydroxy-2-phenylprpanoate (1d) at different reaction conditions. with Table 2. Lipase-catalysed acylation of rac-ethyl 2,3-dihydroxy-2-phenylpropanoate (1d) at different reaction conditions. with The scheme of Table 3 is also to be replaced: Table 3. PSL-C catalysed kinetic resolution of racemic diols 2–6d in tert-butyl methyl ether (TBME) at 30 °C using vinyl acetate as the acyl donor. with Table 3. PSL-C catalysed kinetic resolution of racemic diols 2–6d in tert-butyl methyl ether (TBME) at 30 °C using vinyl acetate as the acyl donor. The author would like to apologize for any inconvenience caused to the readers. The manuscript will be updated and the original will remain online on the article webpage, with a reference to this Correction.
  2 in total

1.  Asymmetric formal carbonyl-ene reactions of formaldehyde tert-butyl hydrazone with α-keto esters: dual activation by bis-urea catalysts.

Authors:  Ana Crespo-Peña; David Monge; Eloísa Martín-Zamora; Eleuterio Alvarez; Rosario Fernández; José M Lassaletta
Journal:  J Am Chem Soc       Date:  2012-07-26       Impact factor: 15.419

2.  Lipase Catalysed Kinetic Resolution of Racemic 1,2-Diols Containing a Chiral Quaternary Center.

Authors:  Gonzalo de Gonzalo
Journal:  Molecules       Date:  2018-06-29       Impact factor: 4.411

  2 in total

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