Enantioselective Synthesis of 3,3-Disubstituted Oxindoles through Pd-Catalyzed Cyanoamidation

The first enantioselective cyanoamidation of olefins provides quick access to a variety of 3,3-disubstituted oxindoles. The combination of Pd(dba)2, an optically active phosphoramidite, and N,N-dimethylpropylene urea (DMPU) in decalin were found to be the best conditions.

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 10; no. 15; pp. 3303 - 3306
Main Authors Yasui, Yoshizumi, Kamisaki, Haruhi, Takemoto, Yoshiji
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.08.2008
Amer Chemical Soc
Subjects
Amination
Aniline Compounds - chemistry
Catalysis
Chemistry
Chemistry, Organic
Cyclization
Indoles - chemical synthesis
Indoles - chemistry
Nitriles - chemistry
Palladium - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
PALLADIUM
ASYMMETRIC-SYNTHESIS
LIGANDS
ALPHA-ARYLATION
DIALKYLZINC REAGENTS
HECK REACTIONS
OLEFINS
CYANOESTERIFICATION
INTRAMOLECULAR CYANOAMIDATION
CONJUGATE ADDITION
Online AccessGet full text

Cover

More Information
Summary:The first enantioselective cyanoamidation of olefins provides quick access to a variety of 3,3-disubstituted oxindoles. The combination of Pd(dba)2, an optically active phosphoramidite, and N,N-dimethylpropylene urea (DMPU) in decalin were found to be the best conditions.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol801168j