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Enantioselective Synthesis of 4-Methyl-3,4-dihydroisocoumarin via Asymmetric Hydroformylation of Styrene Derivatives

Authors :
Bo Qu
Marisa C. Kozlowski
Nizar Haddad
Madison R. Herling
Renchang Tan
Nelu Grinberg
Xumu Zhang
Chris H. Senanayake
Source :
The Journal of organic chemistry. 84(8)
Publication Year :
2019

Abstract

[Image: see text] Enantioenriched aldehydes are produced through asymmetric hydroformylation of styrene derivatives using BIBOP type ligands. The featured example is enantioselective synthesis of 4-methyl-3,4-dihydroisocoumarin, which was prepared in a 95.1:4.9 enantiomeric ratio from asymmetric hydroformylation of ethyl 2-vinylbenzoate, then in situ lactonization during reduction process. The conditions are compatible with both electron-rich and electron-poor substituents.

Details

ISSN :
15206904
Volume :
84
Issue :
8
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....b3b4e633fe2378ab2ea7ce739221f4a5