Enantioselective Organocatalytic Partial Transfer Hydrogenation of Lactone-Fused Quinolines

The first enantioselective synthesis of 4-aza-podophyllotoxin derivatives by partial transfer hydrogenation of lactone-fused quinolines was achieved using a chiral Brønsted acid catalyst. This reaction was extended to a large scope of substrates with good yields and enantioselectivities.

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 16; no. 11; pp. 2982 - 2985
Main Authors Aillerie, Alexandre, Talancé, Vincent Lemau de, Moncomble, Aurélien, Bousquet, Till, Pélinski, Lydie
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 06.06.2014
Amer Chemical Soc
Subjects
Catalysis
Chemical Sciences
Chemistry
Chemistry, Organic
Hydrogenation
Lactones - chemical synthesis
Lactones - chemistry
Molecular Structure
or physical chemistry
Physical Sciences
Quinolines - chemical synthesis
Quinolines - chemistry
Science & Technology
Stereoisomerism
Theoretical and
PAIR CATALYSIS
4-AZA-2,3-DIDEHYDROPODOPHYLLOTOXIN
REDUCTION
ANALOGS
IMINES
PODOPHYLLOTOXIN
CHIRAL BRONSTED ACID
DERIVATIVES
Online AccessGet full text

Cover

More Information
Summary:The first enantioselective synthesis of 4-aza-podophyllotoxin derivatives by partial transfer hydrogenation of lactone-fused quinolines was achieved using a chiral Brønsted acid catalyst. This reaction was extended to a large scope of substrates with good yields and enantioselectivities.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol5011196