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Enantioselective Transfer Hydrogenation of Oxocarbenium Ions Enables Asymmetric Access to α-Substituted 1,3-Dihydroisobenzofurans

Authors :
Kuiyong Jia
Likai Zhou
Xigong Liu
Lei Liu
Source :
Synthesis. 54:421-428
Publication Year :
2021
Publisher :
Georg Thieme Verlag KG, 2021.

Abstract

Reported here is an efficient enantioselective transfer hydrogenation of cyclic oxocarbenium ions generated in situ through collapse of the corresponding acetal substrates. The asymmetric approach provides straightforward access to a variety of chiral α-aryl substituted 1,3-dihydroisobenzofurans in high yields with excellent enantioselectivities. α-Alkynyl substituted 1,3-dihydroisobenzofurans were also proved to be suitable substrates. In addition, when the reaction was performed at gram scale, the desired product was obtained in good yields with excellent enantioselectivity.

Details

ISSN :
1437210X and 00397881
Volume :
54
Database :
OpenAIRE
Journal :
Synthesis
Accession number :
edsair.doi...........edfe6951ecde48eecfccfbbb18ccfa2b