Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts

Chiral binaphthyl-modified squaramide-catalyzed enantioselective addition of diphenyl phosphonate to ketimines derived from isatins has been achieved. This method affords practical and efficient access to chiral 3-amino-3-phosphonyl-substituted oxindole derivatives in high yields with excellent enan...

Full description

Saved in:
Bibliographic Details
Published inBeilstein journal of organic chemistry Vol. 12; no. 1; pp. 1551 - 1556
Main Authors Jang, Hee Seung, Kim, Yubin, Kim, Dae Young
Format Journal Article
LanguageEnglish
Published Germany Beilstein-Institut zur Föerderung der Chemischen Wissenschaften 20.07.2016
Beilstein-Institut
Subjects
3-amino-3-phosphonyl-substituted oxindole
bifunctional organocatalyst
Chemistry
ketimines
Letter
organocatalysis
squaramide
α-aminophosphonates
organocatalysis
bifunctional organocatalyst
ketimines
α-aminophosphonates
squaramide
3-amino-3-phosphonyl-substituted oxindole
Online AccessGet full text

Cover

More Information
Summary:Chiral binaphthyl-modified squaramide-catalyzed enantioselective addition of diphenyl phosphonate to ketimines derived from isatins has been achieved. This method affords practical and efficient access to chiral 3-amino-3-phosphonyl-substituted oxindole derivatives in high yields with excellent enantioselectivities (up to 99% ee).
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.12.149