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Synthesis of Many Different Types of Organic Small Molecules Using One Automated Process

Science, 2015 · paper · Chemistry

Reports synthesis of 14 distinct classes of small molecules using one fully automated, building-block-based process. This was enabled by expanding the building block platform and a catch-and-release chromatographic purification applicable to all intermediates.

1 finding

Reference or label Reference 47 lists "Dipl-Ing TR, Breit B.", where the first author field appears to contain an academic title rather than a surname.
  • p. 7 Reference 47
    47. Dipl-Ing TR, Breit B. Chem Eur J. 2009
  • p. 7 Reference 47
    Dipl-Ing TR, Breit B. Chem Eur J. 2009

Only the authors can say what is right here.

Judge's note: Rests on outside knowledge: that 'Dipl.-Ing.' is a German degree title and not the first author's surname. The crop confirms the entry is printed as quoted. The true first author cannot be verified from these files.

Second check: another model agreed

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9 minor (typos and the like; most checked by the judge only)
Typo Page 3 misspells 'oligosaccharides' as "oligosacharides (3)".
  • p. 3 Solid-phase synthesis paragraph
    oligosacharides (3)

Judge's note: Checked on the crop of page 3: the line reads "peptides (1), oligonucleotides (2), oligosacharides (3), and some organic polymers (21)". This is a plain misspelling.

Second check: none (judge only)

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Typo Page 5 has a stray 'of' in "we did not optimize of any of the deprotection, coupling, or purification conditions".
  • p. 5 Paragraph on ratanhine derivatives
    we did not optimize of any of the
  • p. 3 solid-phase paragraph
    oligosacharides (3)
  • p. 5 citreofuran paragraph
    posseses
  • p. 5 ratanhine paragraph
    we did not optimize of any

Judge's note: The crop of page 5 shows "we did not optimize of any of the". The first 'of' should be deleted. The other misspellings this cluster lists are adjudicated separately: oligosacharides (C001), posseses (C006), diasereoselective (C007) and Cyrstallographic (C009). This verdict covers only the stray 'of'.

Second check: none (judge only)

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Typo Page 4 prints the catalyst as "Pd[P(o-tol3)]2", with the subscript 3 inside the parenthesis. It should read Pd[P(o-tol)3]2, as in Fig. 1C.
  • p. 4 Single-cycle test paragraph
    Pd[P(o-tol3)]2
  • p. 8 Fig. 1C scheme
    Pd[P(o-tol)3]2

Judge's note: The crop of page 4 shows "Pd[P(o-tol3)]2", with the subscript 3 attached to 'tol' inside the parenthesis. The Fig. 1C scheme on page 8 shows Pd[P(o-tol)3]2. This is a typographic slip in the formula.

Second check: none (judge only)

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Typo On p.4, "a series of automated carbon-heteroatom bond formation" should read "formations".
  • p. 4 para. 3
    a series of automated carbon-heteroatom bond formation, including

Judge's note: Crop confirms the singular form as printed. The sentence lists three reaction types, which calls for the plural.

Second check: none (judge only)

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Typo Page 5 misspells 'possesses' as "citreofuran posseses both Csp3 and atropisomerism stereochemical elements".
  • p. 5 Citreofuran paragraph
    product citreofuran posseses both Csp
  • p. 5 Citreofuran paragraph
    citreofuran posseses both Csp3
  • p. 5
    posseses both Csp3 and atropisomerism stereochemical elements

Judge's note: The crop of page 5 shows "posseses" as printed.

Second check: none (judge only)

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Typo Page 5 misspells 'diastereoselective' as "enantio- and diasereoselective cation-π cyclization".
  • p. 5 Last paragraph, steroid-like core
    enantio- and diasereoselective cation-π cyclization

Judge's note: The crop of page 5 shows "diasereoselective". Two lines above, the same page spells it correctly ('diastereoselective Diels-Alder').

Second check: none (judge only)

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Typo The Acknowledgments on page 6 misspell 'Crystallographic' as "Cambridge Cyrstallographic Data Centre".
  • p. 6 Acknowledgments
    Cambridge Cyrstallographic Data Centre

Judge's note: The crop of page 6 shows "Cyrstallographic" as printed.

Second check: none (judge only)

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Typo Reference 4 reads "2015; 5410.1002/anie.201410744": the volume runs into the DOI with no separator.
  • p. 6 Reference 4
    2015; 5410.1002/anie.

Judge's note: Crop shows the fused text as printed, so it is not an extraction artefact.

Second check: none (judge only)

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Typo The Fig. 3 legend writes "16h" without a space, whereas the same legend has "14 h" and "24 h".
  • p. 10 Fig. 3 legend
    THF, 55 °C, 16h. cycle 2

Judge's note: Crop confirms the inconsistent spacing. This is cosmetic only.

Second check: none (judge only)

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