1452899-84-1Relevant academic research and scientific papers
A Sequential Pd-AAA/Cross-Metathesis/Cope Rearrangement Strategy for the Stereoselective Synthesis of Chiral Butenolides
Aubert, Sidonie,Katsina, Tania,Arseniyadis, Stellios
supporting information, p. 2231 - 2235 (2019/03/29)
A practical and highly enantio- (up to 94:6 er) and diastereoselective (up to >20:1 dr) synthesis of I-butenolides bearing two adjacent stereogenic centers is reported featuring a sequential direct palladium-catalyzed asymmetric allylic alkylation/(E)-selective cross-metathesis/[3,3]-sigmatropic Cope rearrangement from readily available α-substituted (5H)-furan-2-ones.
Palladium-catalyzed asymmetric allylic alkylation of cyclic dienol carbonates: Efficient route to enantioenriched γ-butenolides bearing an all-carbon α-quaternary stereogenic center
Fournier, Jeremy,Lozano, Oscar,Menozzi, Candice,Arseniyadis, Stellios,Cossy, Janine
supporting information, p. 1257 - 1261 (2013/03/13)
Alpha, beta, gamma: Allyl dienol carbonates (1) served as substrates for the title reaction to afford the furanones 2 in both high yields and high enantioselectivities. These furanones were eventually converted into valuable building blocks including γ-tertiary and γ-quaternary furanones (3) as well as β-quaternary butyrolactones (4). This method was used as a key step in the total synthesis of (-)-nephrosteranic acid and (-)-roccellaric acid. Copyright
