Synthesis
DOI: 10.1055/a-2413-7058
paper

Photoinduced Stereoselective Giese Addition on Coumarins

Shashank Singh
1   Chemistry, Indian Institute of Technology Delhi, Delhi, India (Ringgold ID: RIN28817)
,
Ravi P Singh
1   Chemistry, Indian Institute of Technology Delhi, Delhi, India (Ringgold ID: RIN28817)
› Author Affiliations
Supported by: Science and Engineering Research Board CRG/2021/006502,SERB/SCP/2022/000599
Supported by: Council of Scientific and Industrial Research, India (02/0485/23/EMR-II)

Diastereoselective Giese addition on coumarin-3-carboxylate bearing a chiral auxiliary with N-hydroxyphthalimide ester to generate the corresponding alkylated adduct has been explored. Among screened chiral auxiliaries, bulkier one with appropriate steric is better for diastereoselective addition. Mechanistic studies involving Fluorescence studies, On/OFF experiments shed insight onto the plausible reaction pathway.



Publication History

Received: 01 August 2024

Accepted after revision: 11 September 2024

Accepted Manuscript online:
11 September 2024

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