Projects funded by the NCN

Information on the principal investigator and host institution

Information of the project and the call

Keywords

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The synthesis of enantiopure 5a-carbasugar and their derivatives using the stereoselective carbon-carbon bond formation methods

2015/17/D/ST5/01334

Keywords:

carbasugar reductive aldol reaction Morita-Baylis-Hillman reaction synthesis shikimic acid

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 :

Uniwersytet Jagielloński, Wydział Chemii

woj. małopolskie

Other projects carried out by the institution 

Principal investigator (from the host institution):

dr Szymon Buda 

Number of co-investigators in the project: 3

Call: SONATA 9 - announced on 2015-03-16

Amount awarded: 448 200 PLN

Project start date (Y-m-d): 2016-02-12

Project end date (Y-m-d): 2019-07-11

Project duration:: 41 months (the same as in the proposal)

Project status: Project settled

Project description

Download the project description in a pdf file

Note - project descriptions were prepared by the authors of the applications themselves and placed in the system in an unchanged form.

Equipment purchased [PL]

  1. Oprogramowanie do obróbki danych NMR (1 500 PLN)
  2. Mieszadło magnetyczne z płyta grzejną i czujnikiem temperatury (6 szt.) (19 500 PLN)
  3. Pompa strzykawkowa.
  4. Pompa strzykawkowa (6 bar).
  5. Zestaw komputerowy - laptop wraz z oprogramowaniem + mysz komputerowa (4 000 PLN)
  6. Kolumny analityczne do HPLC z wypełnieniem chiralnym (2 szt.) (20 000 PLN)
  7. Zestaw do chromatografii flash (30 000 PLN)

Information in the final report

  • Publication in academic press/journals (4)
  1. Intramolecular Tandem Seleno-Michael/Aldol Reaction: A Simple Route to Hydroxy Cyclo-1-ene-1-carboxylate Esters
    Authors:
    Piotr Banachowicz, Jacek Młynarski, Szymon Buda
    Academic press:
    Journal of Organic Chemistry (rok: 2018, tom: 83, strony: 11269-11277), Wydawca: ACS
    Status:
    Published
    DOI:
    10.1021/acs.joc.8b01853 - link to the publication
  2. Gram-scale carbasugars synthesis via intramolecular seleno-Michael/aldol reaction
    Authors:
    Piotr Banachowicz, Szymon Buda
    Academic press:
    RSC Advance (rok: 2019, tom: 9, strony: 12928-12935), Wydawca: RSC
    Status:
    Published
    DOI:
    10.1039/C9RA02002K - link to the publication
  3. Application of a tandem seleno-michael/aldol reaction in the total syntheses of (þ)-Pericosine B, (þ)-Pericosine C, (þ)-COTC and 7- chloro-analogue of (þ)-Gabosine C
    Authors:
    Natalia Biduś, Piotr Banachowicz, Szymon Buda
    Academic press:
    Tetrahedron (rok: 2020, tom: 76, strony: 131397), Wydawca: Elsevier
    Status:
    Published
    DOI:
    10.1016/j.tet.2020.131397 - link to the publication
  4. Intramolecular Tandem Seleno-Michael/Aldol Reaction—Novel Strategy in Carbasugars Synthesis
    Authors:
    Piotr Banachowicz, Natalia Biduś, Szymon Buda
    Academic press:
    Chemistry proceedings (rok: 2020, tom: 2, strony: 25), Wydawca: MDPI
    Status:
    Published
    DOI:
    10.3390/ECCS2020-07571 - link to the publication

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