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Palladium‐Catalyzed Nucleophilic Substitution of Propargylic Carbonates and Meldrum's Acid Derivatives
Author(s) -
Ambrogio Ilaria,
Cacchi Sandro,
Fabrizi Giancarlo,
Goggiamani Antonella,
Iazzetti Antonia
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500337
Subject(s) - chemistry , palladium , nucleophilic substitution , catalysis , meldrum's acid , stereoselectivity , substitution (logic) , substitution reaction , medicinal chemistry , nucleophile , organic chemistry , computer science , programming language
The palladium‐catalyzed reaction of propargylic carbonates with Meldrum's acid derivatives proceeds smoothly in the presence of Pd(OAc) 2 and P(2‐furyl) 3 in THF at 80 °C to give substitution products. The substitution products can be useful intermediates for the stereoselective synthesis of functionalized ( Z )‐γ‐alkylidene‐γ‐butyrolactones.