[Pd]-Catalyzed para-selective allylation of phenols: access to 4-[(E)-3-aryl/alkylprop-2-enyl]phenols
| Autor: | Satyanarayana Gedu, Sreenivasulu Chinnabattigalla, Aditya Choudhury |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Allylic rearrangement
Dalbergia retusa biology organic chemicals Aryl Organic Chemistry food and beverages Regioselectivity Obtusastyrene biology.organism_classification Biochemistry Catalysis chemistry.chemical_compound chemistry Organic chemistry Organic synthesis Phenols Physical and Theoretical Chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 19:8259-8263 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | 4-[(E)-3-Arylprop-2-enyl]phenols are omnipresent scaffolds and constitute natural products and biologically significant compounds. Obtusastyrene and obtustyrene are two such phenolic-based natural products isolated from Dalbergia retusa. The development of strategies based on a site-selective allylation, particularly protecting group-free substrates and non-activated coupling agents, is indispensable in organic synthesis. Herein, we present a highly regioselective [Pd]-catalyzed para-allylation of phenols using simple, inactivated allylic alcohols as allylating coupling partners. Notably, this strategy is successful in open-air and under mild reaction conditions. Besides, the efficacy of the present protocol was demonstrated by the direct synthesis of obtusastyrene and obtustyrene. |
| Databáze: | OpenAIRE |
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