Long-Lived Polymer-Supported Dimeric Cinchona Alkaloid Organocatalyst in the Asymmetric α-Amination of 2-Oxindoles

Ravindra P. Jumde; Alessandro Mandoli

doi:10.1021/acscatal.6b01141

Long-Lived Polymer-Supported Dimeric Cinchona Alkaloid Organocatalyst in the Asymmetric α-Amination of 2-Oxindoles

Ravindra P. Jumde
, Alessandro Mandoli^*

^*Corresponding author for this work

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

39 Citations (Scopus)

Abstract

Nearly quantitative yields and high enantiomeric purity (89-95% ee) were attained in the course of 100 reaction cycles of a polystyrene resin-supported Cinchona alkaloid organocatalyst in the enantioselective α-amination of 2-oxindoles with diethyl azodicarboxylate. The catalytic material proved stable for >5300 h operation time over 8 months.

Original language	English
Pages (from-to)	4281-4285
Number of pages	5
Journal	ACS Catalysis
Volume	6
Issue number	7
DOIs	https://doi.org/10.1021/acscatal.6b01141
Publication status	Published - 1-Jul-2016
Externally published	Yes

Keywords

2-oxindoles
azodicarboxylates
enantioselective catalysis
extended recycling
supported organocatalysis

Access to Document

10.1021/acscatal.6b01141

Handle.net

Persistent link

Cite this

@article{cad95f92f21441f4a960122b34f23907,

title = "Long-Lived Polymer-Supported Dimeric Cinchona Alkaloid Organocatalyst in the Asymmetric α-Amination of 2-Oxindoles",

abstract = "Nearly quantitative yields and high enantiomeric purity (89-95\% ee) were attained in the course of 100 reaction cycles of a polystyrene resin-supported Cinchona alkaloid organocatalyst in the enantioselective α-amination of 2-oxindoles with diethyl azodicarboxylate. The catalytic material proved stable for >5300 h operation time over 8 months.",

keywords = "2-oxindoles, azodicarboxylates, enantioselective catalysis, extended recycling, supported organocatalysis",

author = "Jumde, \{Ravindra P.\} and Alessandro Mandoli",

year = "2016",

month = jul,

day = "1",

doi = "10.1021/acscatal.6b01141",

language = "English",

volume = "6",

pages = "4281--4285",

journal = "ACS Catalysis",

issn = "2155-5435",

publisher = "AMER CHEMICAL SOC",

number = "7",

}

TY - JOUR

T1 - Long-Lived Polymer-Supported Dimeric Cinchona Alkaloid Organocatalyst in the Asymmetric α-Amination of 2-Oxindoles

AU - Jumde, Ravindra P.

AU - Mandoli, Alessandro

PY - 2016/7/1

Y1 - 2016/7/1

N2 - Nearly quantitative yields and high enantiomeric purity (89-95% ee) were attained in the course of 100 reaction cycles of a polystyrene resin-supported Cinchona alkaloid organocatalyst in the enantioselective α-amination of 2-oxindoles with diethyl azodicarboxylate. The catalytic material proved stable for >5300 h operation time over 8 months.

AB - Nearly quantitative yields and high enantiomeric purity (89-95% ee) were attained in the course of 100 reaction cycles of a polystyrene resin-supported Cinchona alkaloid organocatalyst in the enantioselective α-amination of 2-oxindoles with diethyl azodicarboxylate. The catalytic material proved stable for >5300 h operation time over 8 months.

KW - 2-oxindoles

KW - azodicarboxylates

KW - enantioselective catalysis

KW - extended recycling

KW - supported organocatalysis

UR - https://www.scopus.com/pages/publications/84977137233

U2 - 10.1021/acscatal.6b01141

DO - 10.1021/acscatal.6b01141

M3 - Article

AN - SCOPUS:84977137233

SN - 2155-5435

VL - 6

SP - 4281

EP - 4285

JO - ACS Catalysis

JF - ACS Catalysis

IS - 7

ER -

Long-Lived Polymer-Supported Dimeric Cinchona Alkaloid Organocatalyst in the Asymmetric α-Amination of 2-Oxindoles

Abstract

Keywords

Access to Document

Handle.net

Other files and links

Embargoed Document

Fingerprint

Cite this