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Chiral Indoline‐2‐carboxylic Acid Enables Highly Enantioselective Catellani‐type Annulation with 4‐(Bromomethyl)cyclohexanone.

Authors :
Chen, Xin‐Meng
Zhu, Ling
Chen, Dian‐Feng
Gong, Liu‐Zhu
Source :
Angewandte Chemie. 11/15/2021, Vol. 133 Issue 47, p25048-25052. 5p.
Publication Year :
2021

Abstract

Chiral indoline‐2‐carboxylic acid has been identified to enable a highly enantioselective Catellani‐type annulation of (hetero)aryl, alkenyl triflate and conjugated vinyl iodides with 4‐(bromomethyl)cyclohexanone, directly assembling a diverse range of chiral all‐carbon bridged ring systems. Control experiments and DFT calculations suggest that the coordinating orientation of the chiral amino acid to the arylpalladium(II) center allows for high levels of stereochemical control. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00448249
Volume :
133
Issue :
47
Database :
Academic Search Index
Journal :
Angewandte Chemie
Publication Type :
Academic Journal
Accession number :
153458363
Full Text :
https://doi.org/10.1002/ange.202109771