Remarkable reaction rate and excellent enantioselective direct α-amination of aldehydes with azodicarboxylates catalyzed by pyrrolidinylcamphor-derived organocatalysts

Pang Min Liu; Chihliang Chang; Raju Jannapu Reddy; Ying Fang Ting; Hsuan Hao Kuan; Kwunmin Chen

doi:10.1002/ejoc.200901151

Remarkable reaction rate and excellent enantioselective direct α-amination of aldehydes with azodicarboxylates catalyzed by pyrrolidinylcamphor-derived organocatalysts

Pang Min Liu, Chihliang Chang, Raju Jannapu Reddy, Ying Fang Ting, Hsuan Hao Kuan, Kwunmin Chen^*

^*Corresponding author for this work

Department of Chemistry

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

39 Citations (Scopus)

Abstract

Remarkable reaction rate and excellent enantioselective direct α-amination of unmodified aldehydes with various azodicarboxylates was catalyzed by pyrrolidinylcamphor organocatalyst 2a (5 mol-%) to provide the desired aminated products with excellent chemical yields and high to excellent levels of enantioselectivity (up to >99%ee) at 0 °C in CH ₂Cl₂.

Original language	English
Pages (from-to)	42-46
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	1
DOIs	https://doi.org/10.1002/ejoc.200901151
Publication status	Published - 2010

Keywords

Amination
Asymmetric catalysis
Nitrogen heterocycles
Organocatalysis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1002/ejoc.200901151

Cite this

@article{6453c5d68607443eb7403c34b5e61843,

title = "Remarkable reaction rate and excellent enantioselective direct α-amination of aldehydes with azodicarboxylates catalyzed by pyrrolidinylcamphor-derived organocatalysts",

abstract = "Remarkable reaction rate and excellent enantioselective direct α-amination of unmodified aldehydes with various azodicarboxylates was catalyzed by pyrrolidinylcamphor organocatalyst 2a (5 mol-%) to provide the desired aminated products with excellent chemical yields and high to excellent levels of enantioselectivity (up to >99%ee) at 0 °C in CH 2Cl2.",

keywords = "Amination, Asymmetric catalysis, Nitrogen heterocycles, Organocatalysis",

author = "Liu, {Pang Min} and Chihliang Chang and Reddy, {Raju Jannapu} and Ting, {Ying Fang} and Kuan, {Hsuan Hao} and Kwunmin Chen",

year = "2010",

doi = "10.1002/ejoc.200901151",

language = "English",

pages = "42--46",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "1",

}

TY - JOUR

T1 - Remarkable reaction rate and excellent enantioselective direct α-amination of aldehydes with azodicarboxylates catalyzed by pyrrolidinylcamphor-derived organocatalysts

AU - Liu, Pang Min

AU - Chang, Chihliang

AU - Reddy, Raju Jannapu

AU - Ting, Ying Fang

AU - Kuan, Hsuan Hao

AU - Chen, Kwunmin

PY - 2010

Y1 - 2010

N2 - Remarkable reaction rate and excellent enantioselective direct α-amination of unmodified aldehydes with various azodicarboxylates was catalyzed by pyrrolidinylcamphor organocatalyst 2a (5 mol-%) to provide the desired aminated products with excellent chemical yields and high to excellent levels of enantioselectivity (up to >99%ee) at 0 °C in CH 2Cl2.

AB - Remarkable reaction rate and excellent enantioselective direct α-amination of unmodified aldehydes with various azodicarboxylates was catalyzed by pyrrolidinylcamphor organocatalyst 2a (5 mol-%) to provide the desired aminated products with excellent chemical yields and high to excellent levels of enantioselectivity (up to >99%ee) at 0 °C in CH 2Cl2.

KW - Amination

KW - Asymmetric catalysis

KW - Nitrogen heterocycles

KW - Organocatalysis

UR - http://www.scopus.com/inward/record.url?scp=73349092127&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=73349092127&partnerID=8YFLogxK

U2 - 10.1002/ejoc.200901151

DO - 10.1002/ejoc.200901151

M3 - Article

AN - SCOPUS:73349092127

SN - 1434-193X

SP - 42

EP - 46

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 1

ER -

Remarkable reaction rate and excellent enantioselective direct α-amination of aldehydes with azodicarboxylates catalyzed by pyrrolidinylcamphor-derived organocatalysts

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this