Synthesis of novel functionalized cispentacins through C-C oxidative cleavage of diendo-norbornene β-amino acid

Maria Cherepanova, L. Kiss, Reijo Sillanpää, F. Fülöp

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Difunctionalized cispentacin derivatives with two new stereogenic centres have been synthesized from a diendo-norbornene β-amino acid in a stereocontrolled route, involving C-C double bond functionalization by dihydroxylation, followed by oxidative ring cleavage and transformation of the dialdehyde intermediates through a Wittig reaction.

Original languageEnglish
Pages (from-to)9757-9763
Number of pages7
JournalRSC Advances
Volume3
Issue number25
DOIs
Publication statusPublished - Jul 7 2013

Fingerprint

Amino acids
Derivatives
Amino Acids
2-norbornene
cispentacin

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Chemistry(all)

Cite this

Synthesis of novel functionalized cispentacins through C-C oxidative cleavage of diendo-norbornene β-amino acid. / Cherepanova, Maria; Kiss, L.; Sillanpää, Reijo; Fülöp, F.

In: RSC Advances, Vol. 3, No. 25, 07.07.2013, p. 9757-9763.

Research output: Contribution to journalArticle

@article{1affbb1fab75414ca7bed33b406ff781,
title = "Synthesis of novel functionalized cispentacins through C-C oxidative cleavage of diendo-norbornene β-amino acid",
abstract = "Difunctionalized cispentacin derivatives with two new stereogenic centres have been synthesized from a diendo-norbornene β-amino acid in a stereocontrolled route, involving C-C double bond functionalization by dihydroxylation, followed by oxidative ring cleavage and transformation of the dialdehyde intermediates through a Wittig reaction.",
author = "Maria Cherepanova and L. Kiss and Reijo Sillanp{\"a}{\"a} and F. F{\"u}l{\"o}p",
year = "2013",
month = "7",
day = "7",
doi = "10.1039/c3ra41963k",
language = "English",
volume = "3",
pages = "9757--9763",
journal = "RSC Advances",
issn = "2046-2069",
publisher = "Royal Society of Chemistry",
number = "25",

}

TY - JOUR

T1 - Synthesis of novel functionalized cispentacins through C-C oxidative cleavage of diendo-norbornene β-amino acid

AU - Cherepanova, Maria

AU - Kiss, L.

AU - Sillanpää, Reijo

AU - Fülöp, F.

PY - 2013/7/7

Y1 - 2013/7/7

N2 - Difunctionalized cispentacin derivatives with two new stereogenic centres have been synthesized from a diendo-norbornene β-amino acid in a stereocontrolled route, involving C-C double bond functionalization by dihydroxylation, followed by oxidative ring cleavage and transformation of the dialdehyde intermediates through a Wittig reaction.

AB - Difunctionalized cispentacin derivatives with two new stereogenic centres have been synthesized from a diendo-norbornene β-amino acid in a stereocontrolled route, involving C-C double bond functionalization by dihydroxylation, followed by oxidative ring cleavage and transformation of the dialdehyde intermediates through a Wittig reaction.

UR - http://www.scopus.com/inward/record.url?scp=84881406766&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84881406766&partnerID=8YFLogxK

U2 - 10.1039/c3ra41963k

DO - 10.1039/c3ra41963k

M3 - Article

VL - 3

SP - 9757

EP - 9763

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 25

ER -