- Tuning of α-Silyl Carbocation Reactivity into Enone Transposition: Application to the Synthesis of Peribysin D, E-Volkendousin, and E-Guggulsterone
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A reliable method for enone transposition has been developed with the help of silyl group masking. Enantio-switching, substituent shuffling, and Z-selectivity are the highlights of the method. The developed method was applied for the first total synthesis of peribysin D along with its structural revision. Formal synthesis of E-guggulsterone and E-volkendousin was also claimed using a short sequence.
- Athawale, Paresh R.,Zade, Vishal M.,Rama Krishna, Gamidi,Reddy, D. Srinivasa
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supporting information
p. 6642 - 6647
(2021/09/02)
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- Reactions of transition-metal nucleophiles with transition-metal efectrophiles. Reactions of acyliron, acylnickei, and cobalt carbonyl anions with (π-Allyl)palladium compieies
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(π-Allyl)palladium chloride complexes react with anionic acyiiron tetracarbonyl complexes and anionic acylnickel carbonyl complexes to produce α,α- and β,γ-unsaturated ketones, resulting from acylation of the π-allyl ligand. A variety of π-allyl complexes and acylmetal complexes were studied. Pailadium(II) complexes, including (π-allyl)palladium halides, catalyzed the carbomethoxylation of allyl acetates by NaCo(CO)4. The key step in all of these reactions was thought to be nucleophilic attack of the anionic metal carbonyl complex on a (π-allyl)palladium species.
- Hegedus, Louis S.,Tamura, Rui
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p. 1188 - 1194
(2008/10/08)
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