The synthesis of dibenzyl-(1S*,2S*)-2,3-dihydro-1H-indene-1,2-dicarboxylate has been realized through a diastereospecific bis-alkoxycarbonylation reaction, which starts from the cheap and easily available 1H-indene, benzyl alcohol, and carbon monoxide. The catalyst is formed in situ by mixing Pd(TFA)(2), the ligand N-2,N-3-bis(2,6-dimethylphenyl)butane-2,3-diimine, p-benzoquinone is used as an oxidant, and benzyl alcohol acts both as a nucleophile and as the main solvent.
Dibenzyl-(1S*,2S*)-2,3-dihydro-1H-indene-1,2-dicarboxylate / Olivieri, Diego; Tarroni, Riccardo; Carfagna, Carla. - In: MOLBANK. - ISSN 1422-8599. - STAMPA. - 2023:(2023), pp. M1586.1-M1586.5. [10.3390/M1586]
Dibenzyl-(1S*,2S*)-2,3-dihydro-1H-indene-1,2-dicarboxylate
Olivieri, Diego;Tarroni, Riccardo;Carfagna, Carla
2023
Abstract
The synthesis of dibenzyl-(1S*,2S*)-2,3-dihydro-1H-indene-1,2-dicarboxylate has been realized through a diastereospecific bis-alkoxycarbonylation reaction, which starts from the cheap and easily available 1H-indene, benzyl alcohol, and carbon monoxide. The catalyst is formed in situ by mixing Pd(TFA)(2), the ligand N-2,N-3-bis(2,6-dimethylphenyl)butane-2,3-diimine, p-benzoquinone is used as an oxidant, and benzyl alcohol acts both as a nucleophile and as the main solvent.| File | Dimensione | Formato | |
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