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A Novel and Selective Fluoride Opening of Aziridines by XtalFluor-E. Synthesis of Fluorinated Diamino Acid Derivatives

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Tartalom: http://real.mtak.hu/26344/
Archívum: MTA Könyvtár
Gyűjtemény: Status = Published

Type = Article
Cím:
A Novel and Selective Fluoride Opening of Aziridines by XtalFluor-E. Synthesis of Fluorinated Diamino Acid Derivatives
Létrehozó:
Nonn, Melinda
Kiss, Lorand
Haukka, Matti
Fustero, Santos
Fülöp, Ferenc
Dátum:
2015-02-16
Téma:
QD04 Organic chemistry / szerves kémia
Tartalmi leírás:
The selective introduction of fluorine onto the
skeleton of an aminocyclopentane or cyclohexane carboxylate
has been developed through a novel and efficient fluoride
opening of an activated aziridine ring with XtalFluor-E. The
reaction proceeded through a stereoselective aziridination of
the olefinic bond of a bicyclic lactam and regioselective
aziridine ring opening with difluorosulfiliminium tetrafluoroborate
with the neighboring group assistance of the sulfonamide moiety to yield fluorinated diamino acid derivatives. The
method based on the selective aziridine opening by fluoride has been generalized to afford access to mono- or bicyclic fluorinated
substances
Típus:
Article
PeerReviewed
Formátum:
text
Azonosító:
Nonn, Melinda and Kiss, Lorand and Haukka, Matti and Fustero, Santos and Fülöp, Ferenc (2015) A Novel and Selective Fluoride Opening of Aziridines by XtalFluor-E. Synthesis of Fluorinated Diamino Acid Derivatives. Organic Letters, 17. pp. 1074-1077.
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