934586-53-5Relevant articles and documents
Cycloaddition protocol for the assembly of the hexacyclic framework associated with the kopsifoline alkaloids
Hong, Xuechuan,France, Stefan,Mejia-Oneto, Jose M.,Padwa, Albert
, p. 5141 - 5144 (2006)
(Chemical Equation Presented) An approach to the hexacyclic framework of the kopsifoline alkaloids has been developed and is based on a Rh(II)-catalyzed cyclization-cycloaddition cascade. The resulting [3+2]-cycloadduct was readily converted into the TBS
A dipolar cycloaddition approach toward the kopsifoline alkaloid framework
Hong, Xuechuan,France, Stefan,Padwa, Albert
, p. 5962 - 5976 (2008/02/07)
Using a metal-catalyzed domino reaction as the key step, the heterocyclic skeleton of the kopsifoline alkaloid family was constructed by a 1,3-dipolar cycloaddition of a carbonyl ylide dipole derived from a Rh(II)-catalyzed reaction of a diazo ketoester across the indole π-bond. Ring opening of the resulting 1,3-dipolar cycloadduct followed by a reductive dehydroxylation step resulted in the formation of a critical silyl enol ether necessary for the final F-ring closure of the kopsifoline skeleton.
Rhodium carbenoid induced cycloadditions of diazo ketoimides across indolyl π-bonds
Hong, Xuechuan,Mejía-Oneto, José M.,France, Stefan,Padwa, Albert
, p. 775 - 779 (2007/12/27)
A series of diazo ketoimides prepared from (1H-indol-3-yl)acetyl chloride and alkyl 2-diazo-3-(3-substituted-2-oxopiperidin-3-yl)-3-oxopropanoates were treated with rhodium(II) acetate. Attack of the imido carbonyl oxygen at the resultant rhodium carbenoi