Cycloaddition Reactions of Carbohydrate Derivatives. Part III. A New Route to Swainsonine Analogs.

P. Herczegh, Imre Kovács, László Szilágyi, Martina Zsély, F. Sztaricskai, Amaya Berecibar, Alain Olesker, Gabor Lukacs

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Swainsonine analogs 10 and 12 have been synthesized from D- and L-arabinose, respectively, using cyclocondensation of azomethines with Danishefsky's diene followed by stereoselective carbonyl and double bond reduction of the resulting pyridones, chain shortening and ring closure by reductive amination.

Original languageEnglish
Pages (from-to)3133-3136
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number22
DOIs
Publication statusPublished - May 26 1992

Fingerprint

Swainsonine
Pyridones
Amination
Arabinose
Cycloaddition
Cycloaddition Reaction
Carbohydrates
Derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Cycloaddition Reactions of Carbohydrate Derivatives. Part III. A New Route to Swainsonine Analogs. / Herczegh, P.; Kovács, Imre; Szilágyi, László; Zsély, Martina; Sztaricskai, F.; Berecibar, Amaya; Olesker, Alain; Lukacs, Gabor.

In: Tetrahedron Letters, Vol. 33, No. 22, 26.05.1992, p. 3133-3136.

Research output: Contribution to journalArticle

Herczegh, P. ; Kovács, Imre ; Szilágyi, László ; Zsély, Martina ; Sztaricskai, F. ; Berecibar, Amaya ; Olesker, Alain ; Lukacs, Gabor. / Cycloaddition Reactions of Carbohydrate Derivatives. Part III. A New Route to Swainsonine Analogs. In: Tetrahedron Letters. 1992 ; Vol. 33, No. 22. pp. 3133-3136.
@article{fc9e0cdff6a14e24b130f0b16a099fdf,
title = "Cycloaddition Reactions of Carbohydrate Derivatives. Part III. A New Route to Swainsonine Analogs.",
abstract = "Swainsonine analogs 10 and 12 have been synthesized from D- and L-arabinose, respectively, using cyclocondensation of azomethines with Danishefsky's diene followed by stereoselective carbonyl and double bond reduction of the resulting pyridones, chain shortening and ring closure by reductive amination.",
author = "P. Herczegh and Imre Kov{\'a}cs and L{\'a}szl{\'o} Szil{\'a}gyi and Martina Zs{\'e}ly and F. Sztaricskai and Amaya Berecibar and Alain Olesker and Gabor Lukacs",
year = "1992",
month = "5",
day = "26",
doi = "10.1016/S0040-4039(00)79832-7",
language = "English",
volume = "33",
pages = "3133--3136",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "22",

}

TY - JOUR

T1 - Cycloaddition Reactions of Carbohydrate Derivatives. Part III. A New Route to Swainsonine Analogs.

AU - Herczegh, P.

AU - Kovács, Imre

AU - Szilágyi, László

AU - Zsély, Martina

AU - Sztaricskai, F.

AU - Berecibar, Amaya

AU - Olesker, Alain

AU - Lukacs, Gabor

PY - 1992/5/26

Y1 - 1992/5/26

N2 - Swainsonine analogs 10 and 12 have been synthesized from D- and L-arabinose, respectively, using cyclocondensation of azomethines with Danishefsky's diene followed by stereoselective carbonyl and double bond reduction of the resulting pyridones, chain shortening and ring closure by reductive amination.

AB - Swainsonine analogs 10 and 12 have been synthesized from D- and L-arabinose, respectively, using cyclocondensation of azomethines with Danishefsky's diene followed by stereoselective carbonyl and double bond reduction of the resulting pyridones, chain shortening and ring closure by reductive amination.

UR - http://www.scopus.com/inward/record.url?scp=0026632448&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0026632448&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)79832-7

DO - 10.1016/S0040-4039(00)79832-7

M3 - Article

AN - SCOPUS:0026632448

VL - 33

SP - 3133

EP - 3136

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 22

ER -