Novel molecular rearrangements of 4-hydroxy-2-cyclopentenones

L. Novák, Cs Szántay, T. Meisel, J. Aszódi, É Szabó, J. Fekete

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Novel rearrangements of hydroxycyclopentenone derivatives 1 and 24 to 7,9,11 and 31,33,35 are reported. The stereochemistry of the rearrangement is interpreted as the result of synchronous enolate induced [1.5]-sigmatropic rearrangement and stepwise addition-elimination process. Preparation of the various substrates and structural elucidation of new products are also described.

Original languageEnglish
Pages (from-to)435-450
Number of pages16
JournalTetrahedron
Volume41
Issue number2
DOIs
Publication statusPublished - 1985

Fingerprint

Stereochemistry
Derivatives
Substrates
4-hydroxy-2-cyclopentenone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Novel molecular rearrangements of 4-hydroxy-2-cyclopentenones. / Novák, L.; Szántay, Cs; Meisel, T.; Aszódi, J.; Szabó, É; Fekete, J.

In: Tetrahedron, Vol. 41, No. 2, 1985, p. 435-450.

Research output: Contribution to journalArticle

Novák, L. ; Szántay, Cs ; Meisel, T. ; Aszódi, J. ; Szabó, É ; Fekete, J. / Novel molecular rearrangements of 4-hydroxy-2-cyclopentenones. In: Tetrahedron. 1985 ; Vol. 41, No. 2. pp. 435-450.
@article{5fdaf25fb3de491ab73eb3d51ee222a2,
title = "Novel molecular rearrangements of 4-hydroxy-2-cyclopentenones",
abstract = "Novel rearrangements of hydroxycyclopentenone derivatives 1 and 24 to 7,9,11 and 31,33,35 are reported. The stereochemistry of the rearrangement is interpreted as the result of synchronous enolate induced [1.5]-sigmatropic rearrangement and stepwise addition-elimination process. Preparation of the various substrates and structural elucidation of new products are also described.",
author = "L. Nov{\'a}k and Cs Sz{\'a}ntay and T. Meisel and J. Asz{\'o}di and {\'E} Szab{\'o} and J. Fekete",
year = "1985",
doi = "10.1016/S0040-4020(01)96437-3",
language = "English",
volume = "41",
pages = "435--450",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "2",

}

TY - JOUR

T1 - Novel molecular rearrangements of 4-hydroxy-2-cyclopentenones

AU - Novák, L.

AU - Szántay, Cs

AU - Meisel, T.

AU - Aszódi, J.

AU - Szabó, É

AU - Fekete, J.

PY - 1985

Y1 - 1985

N2 - Novel rearrangements of hydroxycyclopentenone derivatives 1 and 24 to 7,9,11 and 31,33,35 are reported. The stereochemistry of the rearrangement is interpreted as the result of synchronous enolate induced [1.5]-sigmatropic rearrangement and stepwise addition-elimination process. Preparation of the various substrates and structural elucidation of new products are also described.

AB - Novel rearrangements of hydroxycyclopentenone derivatives 1 and 24 to 7,9,11 and 31,33,35 are reported. The stereochemistry of the rearrangement is interpreted as the result of synchronous enolate induced [1.5]-sigmatropic rearrangement and stepwise addition-elimination process. Preparation of the various substrates and structural elucidation of new products are also described.

UR - http://www.scopus.com/inward/record.url?scp=46549100186&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=46549100186&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(01)96437-3

DO - 10.1016/S0040-4020(01)96437-3

M3 - Article

AN - SCOPUS:46549100186

VL - 41

SP - 435

EP - 450

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 2

ER -