Polyoxygenated coumarins. Oxonium ylides en route to polyoxa- macrocyclic coumarins

Sergio Cenini; Giancarlo Cravotto; Giovanni B. Giovenzana; Giovanni Palmisano; Stefano Tollari

doi:10.1016/S0040-4020(99)00291-4

Polyoxygenated coumarins. Oxonium ylides en route to polyoxa- macrocyclic coumarins

Sergio Cenini
, Giancarlo Cravotto
, Giovanni B. Giovenzana
, Giovanni Palmisano
, Stefano Tollari

Research output: Contribution to journal › Article › peer-review

Abstract

The overall sequence of Rh(II)-catalysed carbenoid generation, oxonium ylide formation and subsequent sigmatropic rearrangement utilising 3-diazo- 2H-1-benzopyran-2,4(3H)-dione in cyclic ethers as solvents has been satisfactorily used to achieve the synthesis of several medium- to large- membered polyoxa macrocycles embodying the coumarin subunit.

Original language	English
Pages (from-to)	6577-6584
Number of pages	8
Journal	Tetrahedron
Volume	55
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4020(99)00291-4
Publication status	Published - 21 May 1999
Externally published	Yes

Keywords

Carbene Ylides
Coumarins
Crown Ethers
Diazo Compounds

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10.1016/S0040-4020(99)00291-4

Cite this

@article{a00082c4eb994355abc397aaaf7247c3,

title = "Polyoxygenated coumarins. Oxonium ylides en route to polyoxa- macrocyclic coumarins",

abstract = "The overall sequence of Rh(II)-catalysed carbenoid generation, oxonium ylide formation and subsequent sigmatropic rearrangement utilising 3-diazo- 2H-1-benzopyran-2,4(3H)-dione in cyclic ethers as solvents has been satisfactorily used to achieve the synthesis of several medium- to large- membered polyoxa macrocycles embodying the coumarin subunit.",

keywords = "Carbene Ylides, Coumarins, Crown Ethers, Diazo Compounds",

author = "Sergio Cenini and Giancarlo Cravotto and Giovenzana, \{Giovanni B.\} and Giovanni Palmisano and Stefano Tollari",

note = "Funding Information: The financial support of this work from the Ministero dell'Universith e della Rieerca Scientifica e Tecnologica (MURST) (Progetto {"}Chimica dei composti organici di interesse biologico{"}; fondi ex-40\%) and CNR grant No.97,02514.CTD3 are gratefully acknowledged. We would like to thank Dr. L. Calabi (Bracco SpA, Milan) and Prof. R. Annunziata for NMR spectra.",

year = "1999",

month = may,

day = "21",

doi = "10.1016/S0040-4020(99)00291-4",

language = "English",

volume = "55",

pages = "6577--6584",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

number = "21",

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TY - JOUR

T1 - Polyoxygenated coumarins. Oxonium ylides en route to polyoxa- macrocyclic coumarins

AU - Cenini, Sergio

AU - Cravotto, Giancarlo

AU - Giovenzana, Giovanni B.

AU - Palmisano, Giovanni

AU - Tollari, Stefano

N1 - Funding Information: The financial support of this work from the Ministero dell'Universith e della Rieerca Scientifica e Tecnologica (MURST) (Progetto "Chimica dei composti organici di interesse biologico"; fondi ex-40%) and CNR grant No.97,02514.CTD3 are gratefully acknowledged. We would like to thank Dr. L. Calabi (Bracco SpA, Milan) and Prof. R. Annunziata for NMR spectra.

PY - 1999/5/21

Y1 - 1999/5/21

N2 - The overall sequence of Rh(II)-catalysed carbenoid generation, oxonium ylide formation and subsequent sigmatropic rearrangement utilising 3-diazo- 2H-1-benzopyran-2,4(3H)-dione in cyclic ethers as solvents has been satisfactorily used to achieve the synthesis of several medium- to large- membered polyoxa macrocycles embodying the coumarin subunit.

AB - The overall sequence of Rh(II)-catalysed carbenoid generation, oxonium ylide formation and subsequent sigmatropic rearrangement utilising 3-diazo- 2H-1-benzopyran-2,4(3H)-dione in cyclic ethers as solvents has been satisfactorily used to achieve the synthesis of several medium- to large- membered polyoxa macrocycles embodying the coumarin subunit.

KW - Carbene Ylides

KW - Coumarins

KW - Crown Ethers

KW - Diazo Compounds

UR - https://www.scopus.com/pages/publications/0033591191

U2 - 10.1016/S0040-4020(99)00291-4

DO - 10.1016/S0040-4020(99)00291-4

M3 - Article

SN - 0040-4020

VL - 55

SP - 6577

EP - 6584

JO - Tetrahedron

JF - Tetrahedron

IS - 21

ER -

Polyoxygenated coumarins. Oxonium ylides en route to polyoxa- macrocyclic coumarins

Abstract

Keywords

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