Enantioconvergent Synthesis of Chiral Fluorenols from Racemic Secondary Alcohols Pd(ii)/chiral Norbornene Cooperative Catalysis
Overview
Overview
Journal
Chem Sci
Publisher
Royal Society of Chemistry
Specialty
Chemistry
Date
2024 May 31
PMID
38817591
Authors
Authors
Affiliations
Affiliations
Soon will be listed here.
Abstract
An efficient protocol for the asymmetric synthesis of fluorenols has been developed through an enantioconvergent process enabled by Pd(ii)/chiral norbornene cooperative catalysis. This approach allows facile access to diverse functionalized chiral fluorenols with constantly excellent enantioselectivities, applying readily available racemic secondary -bromobenzyl alcohols and aryl iodides as the starting materials.
References
1.
Zhang Z, Zhang B, Li K, An Y, Liu C, Gou X
. Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans. J Org Chem. 2020; 85(12):7817-7839.
DOI: 10.1021/acs.joc.0c00475.
View
2.
Wang J, Dong G
. Palladium/Norbornene Cooperative Catalysis. Chem Rev. 2019; 119(12):7478-7528.
PMC: 7075350.
DOI: 10.1021/acs.chemrev.9b00079.
View
3.
Thiyagarajan S, Gunanathan C
. Catalytic Cross-Coupling of Secondary Alcohols. J Am Chem Soc. 2019; 141(9):3822-3827.
DOI: 10.1021/jacs.9b00025.
View
4.
Muller C, R Schreiner P
. Organocatalytic enantioselective acyl transfer onto racemic as well as meso alcohols, amines, and thiols. Angew Chem Int Ed Engl. 2011; 50(27):6012-42.
DOI: 10.1002/anie.201006128.
View
5.
Zhao Y, Mariampillai B, Candito D, Laleu B, Li M, Lautens M
. Exploiting the divergent reactivity of aryl-palladium intermediates for the rapid assembly of fluorene and phenanthrene derivatives. Angew Chem Int Ed Engl. 2009; 48(10):1849-52.
DOI: 10.1002/anie.200805780.
View