Asymmetric Organocatalytic Michael Addition-Cyclisation Cascade of Cyclopentane-1,2-dione with Alkylidene Malononitriles

Estelle Silm; Sandra Kaabel; Ivar Järving; Tõnis Kanger

doi:10.1055/s-0039-1690484

Asymmetric Organocatalytic Michael Addition-Cyclisation Cascade of Cyclopentane-1,2-dione with Alkylidene Malononitriles

Estelle Silm, Sandra Kaabel, Ivar Järving, Tõnis Kanger^*

^*Tämän työn vastaava kirjoittaja

Ei julkaistu Aalto-yliopiston affiliaatiolla

Tutkimustuotos: Lehtiartikkeli › Article › Scientific › vertaisarvioitu

4 Sitaatiot (Scopus)

Abstrakti

An asymmetric organocatalytic cascade reaction between cyclopentane-1,2-diones and alkylidene malononitriles affords highly substituted 4 H-pyrans in moderate to high enantiomeric excess. The selective reduction of a bridged double bond leads to the formation of cis-substituted cyclopentanone with three contiguous stereogenic centres.

Alkuperäiskieli	Englanti
Sivut	4198-4204
Sivumäärä	7
Julkaisu	Synthesis (Germany)
Vuosikerta	51
Numero	22
DOI - pysyväislinkit	https://doi.org/10.1055/s-0039-1690484
Tila	Julkaistu - 2019
OKM-julkaisutyyppi	A1 Julkaistu artikkeli, soviteltu

Pääsy asiakirjaan

10.1055/s-0039-1690484

OpenUrl-saatavuus

Koko teksti

Muut tiedostot ja linkit

Linkki julkaisuun Scopuksessa

Siteeraa tätä

@article{8f1188cad3da4cef8ad21028b6ad9231,

title = "Asymmetric Organocatalytic Michael Addition-Cyclisation Cascade of Cyclopentane-1,2-dione with Alkylidene Malononitriles",

abstract = "An asymmetric organocatalytic cascade reaction between cyclopentane-1,2-diones and alkylidene malononitriles affords highly substituted 4 H-pyrans in moderate to high enantiomeric excess. The selective reduction of a bridged double bond leads to the formation of cis-substituted cyclopentanone with three contiguous stereogenic centres.",

keywords = "asymmetric catalysis, cascade reaction, diketone, organocatalysis, pyran",

author = "Estelle Silm and Sandra Kaabel and Ivar J{\"a}rving and T{\~o}nis Kanger",

year = "2019",

doi = "10.1055/s-0039-1690484",

language = "English",

volume = "51",

pages = "4198--4204",

journal = "SYNTHESIS: STUTTGART",

issn = "0039-7881",

number = "22",

}

TY - JOUR

T1 - Asymmetric Organocatalytic Michael Addition-Cyclisation Cascade of Cyclopentane-1,2-dione with Alkylidene Malononitriles

AU - Silm, Estelle

AU - Kaabel, Sandra

AU - Järving, Ivar

AU - Kanger, Tõnis

PY - 2019

Y1 - 2019

N2 - An asymmetric organocatalytic cascade reaction between cyclopentane-1,2-diones and alkylidene malononitriles affords highly substituted 4 H-pyrans in moderate to high enantiomeric excess. The selective reduction of a bridged double bond leads to the formation of cis-substituted cyclopentanone with three contiguous stereogenic centres.

AB - An asymmetric organocatalytic cascade reaction between cyclopentane-1,2-diones and alkylidene malononitriles affords highly substituted 4 H-pyrans in moderate to high enantiomeric excess. The selective reduction of a bridged double bond leads to the formation of cis-substituted cyclopentanone with three contiguous stereogenic centres.

KW - asymmetric catalysis

KW - cascade reaction

KW - diketone

KW - organocatalysis

KW - pyran

UR - http://www.scopus.com/inward/record.url?scp=85074693980&partnerID=8YFLogxK

U2 - 10.1055/s-0039-1690484

DO - 10.1055/s-0039-1690484

M3 - Article

AN - SCOPUS:85074693980

VL - 51

SP - 4198

EP - 4204

JO - SYNTHESIS: STUTTGART

JF - SYNTHESIS: STUTTGART

SN - 0039-7881

IS - 22

ER -

Asymmetric Organocatalytic Michael Addition-Cyclisation Cascade of Cyclopentane-1,2-dione with Alkylidene Malononitriles

Abstrakti

Pääsy asiakirjaan

OpenUrl-saatavuus

Muut tiedostot ja linkit

Sormenjälki

Siteeraa tätä