- Catalytic Enantioselective Cloke–Wilson Rearrangement
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Racemic cyclopropyl ketones undergo enantioselective rearrangement to deliver the corresponding dihydrofurans in the presence of a chiral phosphoric acid as the catalyst. The reaction involves activation of the donor-acceptor cyclopropane substrate by the
- Ortega, Alesandere,Manzano, Rubén,Uria, Uxue,Carrillo, Luisa,Reyes, Efraim,Tejero, Tomas,Merino, Pedro,Vicario, Jose L.
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supporting information
p. 8225 - 8229
(2018/06/29)
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- Synthesis of tetrahydropyridazines by a metal-carbene-directed enantioselective vinylogous N-H insertion/Lewis acid-catalyzed diastereoselective Mannich addition
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A versatile cascade of reactions, triggered by RhII-catalyzed diazo decomposition followed by a vinylogous N-H insertion/Lewis acid catalyzed Mannich addition, that produces highly substituted 1,2,3,6-tetrahydropyridazines in up to 97% ee with high yield and diastereocontrol has been developed. Copyright
- Xu, Xinfang,Zavalij, Peter Y.,Doyle, Michael P.
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p. 9829 - 9833
(2012/11/07)
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- A general synthesis of dioxolenone prodrug moieties
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A general method for the synthesis of dioxolenone prodrug moieties from appropriately substituted β-ketoesters is described. This novel and versatile sequence allows for the synthesis of alkyl- or aryl-substituted dioxolenone alcohols 8 or bromides 9. Coupling of the bromides 9 to prepare bis-dioxolenone phosphonate prodrug esters is also presented.
- Sun, Chong-Qing,Cheng, Peter T.W.,Stevenson, Jay,Dejneka, Tamara,Brown, Baerbel,Wang, Tammy C.,Robl, Jeffrey A.,Poss, Michael A.
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p. 1161 - 1164
(2007/10/03)
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- Antibiotic synthesis
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A method of preparing intermediates for carbapenem antibiotics characterized by treating a N-deprotected acetoxy conpound of the formula: STR1 in the presence of a Lewis acid or a silylating agent to yeild an intermediate; and cyclizing the intermediate in the presence of rhodium (II) acetate to form a bicyclic ketoester.
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