Cited by 184Asymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisAxial and Atropisomeric Chirality Synthesis

Enantioselective synthesis of Janus kinase inhibitor INCB018424 via an organocatalytic aza-Michael reaction

Lin, Qiyan, Meloni, David, Pan, Yongchun, Xia, Michael, Rodgers, James, Shepard, Stacey, Li, Mei, Galya, Laurine +4 more·2009·Organic Letters

Abstract

An enantioselective synthesis of INCB018424 via organocatalytic asymmetric aza-Michael addition of pyrazoles (16 or 20) to (E)-3-cyclopentylacrylaldehyde (23) using diarylprolinol silyl ether as the catalyst was developed. Michael adducts (R)-24 and (R)-27 were isolated in good yield and high ee and were readily converted to INCB018424.

Integrity signals

Registry

Crossref · 10.1021/ol900350k

Cites

25 of 25 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Claims the paper makes

This paper’s full text isn’t openly available, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

Cites

Flagged first, then by citations

Cited by

Sorted by citations

Authors
Lin, Q., Meloni, D., Pan, Y., Xia, M., Rodgers, J., Shepard, S., Li, M., Galya, L., Metcalf, B., Yue, T.-Y., Liu, P., & Zhou, J.
Affiliations
Incyte (United States) (US)
Corresponding author
Lin, Qiyan
Venue
Organic Letters
Published
2009-03-27
Volume
11
Issue
9
Pages
1999-2002
ISSN
  • 1523-7052 (ISSN-L)
  • 1523-7060
OpenAlex
W2052731400
Cited by
171
References
25
Citations by year
2026: 10 · 2025: 4 · 2024: 10 · 2023: 12 · 2022: 10 · 2021: 6 · 2020: 5 · 2019: 2 · 2018: 7 · 2017: 6 · 2016: 12 · 2015: 15 · 2014: 10 · 2013: 14 · 2012: 13
FWCI
7.74
Type
journal article
Language
en
Open access
closed
Locations
  • Organic Letters (publishedVersion)
  • PubMed (publishedVersion)
Funders
University of Pennsylvania
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
  • Physical Sciences › Chemistry › Inorganic Chemistry › Asymmetric Hydrogenation and Catalysis
  • Physical Sciences › Chemistry › Organic Chemistry › Axial and Atropisomeric Chirality Synthesis
Keywords
JAK inhibitors, asymmetric synthesis, organocatalysis, pyrazole derivatives, chiral amines
MeSH terms
Benzoates, Catalysis, Nitriles, Pyrazoles, Pyrimidines, Stereoisomerism, Molecular Structure, Protein Kinase Inhibitors, Janus Kinases

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review