Journal
SYNLETT
Volume -, Issue 13, Pages 2109-2114Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1217567
Keywords
rhodium; ylides; multicomponent reactions; amino alcohol; ketones
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Funding
- National Science Foundation of China [20772033]
- Shanghai Municipal Education Commission [09ZZ45]
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A novel Rh-2(OAc)(4)-catalyzed three-component reaction of diazoacetates, anilines, and activated ketones via ammonium ylide trapping processes is reported. The reaction of isatins afforded alpha-amino-beta-hydroxy esters bearing the 3-substituted 3-hydroxyindolin-2-one moiety with vicinal quaternary carbon centers in one step with high chemo- and diastereoselectivity. Extension of the reaction to acyclic a-keto esters afforded 2-hydroxy-2-alkyl-3-aryl-3-(phenylamino) succinates in moderate yield and diastercoselectivity.
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