Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups

To develop new efficient stereoselective catalysts for Biginelli-like reactions, a chiral phosphoric acid bearing two hydroxy groups derived from ʟ-tartaric acid was successfully synthesized via highly regioselective transformations of enantiopure 1,1,4,4-tetraphenylbutanetetraol. The obtained catal...

Full description

Saved in:
Bibliographic Details
Published inBeilstein journal of organic chemistry Vol. 16; no. 1; pp. 1875 - 1880
Main Authors Hu, Xiaoyun, Guo, Jianxin, Wang, Cui, Zhang, Rui, Borovkov, Victor
Format Journal Article
LanguageEnglish
Published Frankfurt am Main Beilstein-Institut zur Föerderung der Chemischen Wissenschaften 31.07.2020
Beilstein-Institut
Subjects
Acids
asymmetric biginelli-like reaction
Catalysts
Chemistry
chiral 1,1,4,4-tetraphenylbutanetetraol
chiral phosphoric acid
Enantiomers
Full Research Paper
Phosphoric acid
Tartaric acid
Online AccessGet full text

Cover

More Information
Summary:To develop new efficient stereoselective catalysts for Biginelli-like reactions, a chiral phosphoric acid bearing two hydroxy groups derived from ʟ-tartaric acid was successfully synthesized via highly regioselective transformations of enantiopure 1,1,4,4-tetraphenylbutanetetraol. The obtained catalyst effectively catalyzed Biginelli-like reactions with moderate to good enantioselectivities. Control experiments indicated that the presence of the two hydroxy groups were indispensable for achieving a high enantioselectivity.
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.16.155