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Unprecedented b-manno type thiodisaccharides with a C-glycosylic function by photoinitiated hydrothiolation of 1-C-substituted glycals

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Tartalom: http://real.mtak.hu/63473/
Archívum: MTA Könyvtár
Gyűjtemény: Status = Published

Type = Article
Cím:
Unprecedented b-manno type thiodisaccharides with a C-glycosylic function by photoinitiated hydrothiolation of 1-C-substituted glycals
Létrehozó:
Lázár, László
Juhász, László
Batta, Gyula
Borbás, Anikó
Somsák, László
Kiadó:
Royal Society of Chemistry
Dátum:
2017-01-02
Téma:
QD04 Organic chemistry / szerves kémia
Tartalmi leírás:
Free-radical hydrothiolation of O-peracylated 1-C-(carbamoyl-, methoxycarbonyl- and cyano) substituted
glycals with a range of sugar derived thiols gave the corresponding b-manno type 3-deoxy-3-Sdisaccharides
with full regio- and stereoselectivity. The configuration of the glycals (arabino vs. lyxo) and
the size of the protecting groups had no significant effect on the outcome of the transformations.
Formation of by-products was tracked down by LCMS studies and correlated with the electron density
of the double bonds to show that the reactions were synthetically useful with a COOMe and especially
with a CONH2 group as the 1-C-substituent.
Nyelv:
magyar
Típus:
Article
PeerReviewed
info:eu-repo/semantics/article
Formátum:
text
Azonosító:
Lázár, László and Juhász, László and Batta, Gyula and Borbás, Anikó and Somsák, László (2017) Unprecedented b-manno type thiodisaccharides with a C-glycosylic function by photoinitiated hydrothiolation of 1-C-substituted glycals. New Journal of Chemistry, 41 (3). pp. 1284-1292. ISSN 1144-0546, ESSN: 1369-9261
Kapcsolat:
https://doi.org/10.1039/c6nj03751h
DOI: 10.1039/C6NJ03751H