Projects funded by the NCN


Information on the principal investigator and host institution

Information of the project and the call

Keywords

Equipment

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Synthesis of amino acids and their derivatives bearing quaternary carbon atom by asymmetric allyl cyanate-to-isocyanate sigmatropic rearrangement

2014/15/B/ST5/04398

Keywords:

amino acids sigmatropic rearrangements allylamines asymmetric synthesis

Descriptors:

  • ST5_23:

Panel:

ST5 - Materials: materials synthesis, structure-properties relations, advanced and functional materials with designed properties, (macro)molecular architecture, material engineering

Host institution :

Instytut Chemii Organicznej PAN

woj. mazowieckie

Other projects carried out by the institution 

Principal investigator (from the host institution):

dr Sebastian Stecko 

Number of co-investigators in the project: 3

Call: OPUS 8 - announced on 2014-09-15

Amount awarded: 733 900 PLN

Project start date (Y-m-d): 2015-08-03

Project end date (Y-m-d): 2019-02-02

Project duration:: 42 months (the same as in the proposal)

Project status: Project settled

Equipment purchased [PL]

  1. Komputer wraz z monitorem i oprogramowaniem (3 000 PLN)
  2. Mieszadło magnetyczne (2 szt.) (8 118 PLN)
  3. Komputer stacjonarny (3 zestawy).
  4. Wyparka próżniowa wraz z pompą i kontrolerem próżni (36 000 PLN)

Information in the final report

  • Publication in academic press/journals (7)
  1. The synthesis of chiral β,β-diaryl allylic alcohols and their use in the enantiodivergent synthesis of α-tertiary allylamines and quaternary α-amino acids
    Authors:
    Michał Pieczykolan, Aleksandra Narczyk, Sebastian Stecko
    Academic press:
    The Journal of Organic Chemistry (rok: 2017, tom: 82, strony: 5636-5651), Wydawca: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acs.joc.7b00475 - link to the publication
  2. Total synthesis of levetiracetam
    Authors:
    A. Narczyk, M. Mrozowicz, S. Stecko
    Academic press:
    Organic & Biomolecular Chemistry (rok: 2019, tom: 17, strony: 2770-2775), Wydawca: Royal Society of Chemistry
    Status:
    Published
    DOI:
    10.1039/C9OB00111E - link to the publication
  3. The Synthesis of 5-Amino-dihydrobenzo[b]oxepines and 5-Amino-dihydrobenzo[b]azepines via Ichikawa Rearrangement and Ring-Closing Metathesis
    Authors:
    Monika Chwastek, Michał Pieczykolan, Sebastian Stecko
    Academic press:
    The Journal of Organic Chemistry (rok: 2016, tom: 81, strony: 9046-9074), Wydawca: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acs.joc.6b01691 - link to the publication
  4. The synthesis of non-racemic β-alkyl-β-aryl-disubstituted allyl alcohols and their transformation into allylamines and amino acids bearing a quaternary stereocenter
    Authors:
    A. Narczyk, M. Pieczykolan, S. Stecko
    Academic press:
    Organic & Biomolecular Chemistry (rok: 2018, tom: 16, strony: 3921-3946), Wydawca: Royal Society of Chemistry
    Status:
    Published
    DOI:
    10.1039/c8ob00731d - link to the publication
  5. Hydrozirconation of C=X Functionalities with Schwartz's Reagent
    Authors:
    Michał Więcław, Sebastian Stecko
    Academic press:
    European Journal of Organic Chemistry (rok: 2018, tom: brak, strony: 6601-6623), Wydawca: WILEY-VCH Verlag GmbH & Co. KGaA
    Status:
    Published
    DOI:
    10.1002/ejoc.201701537 - link to the publication
  6. The Synthesis of α,α-Disubstituted α-Amino Acids via Ichikawa Rearrangement
    Authors:
    Piotr Szcześniak, Michał Pieczykolan, Sebastian Stecko
    Academic press:
    The Journal of Organic Chemistry (rok: 2016, tom: 81, strony: 1057-1074), Wydawca: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acs.joc.5b02628 - link to the publication
  7. The synthesis of unnatural α-alkyl- and α-aryl-substituted serine derivatives
    Authors:
    Aleksandra Narczyk, Sebastian Stecko
    Academic press:
    Organic & Biomolecular Chemistry (rok: 2020, tom: 18, strony: 1204-1213), Wydawca: Royal Society of Chemistry
    Status:
    Published
    DOI:
    10.1039/c9ob02472g - link to the publication