10.1021/ol702148x.s003 Brett E. Howard Brett E. Howard K. A. Woerpel K. A. Woerpel Synthesis of Tertiary α-Hydroxy Acids by Silylene Transfer to α-Keto Esters American Chemical Society 2007 esters silylene reaction sequence Ireland Ester acid stereoselective imino flask transfer electrocyclization Keto ester Hydroxy Silylene Transfer keto substrate alkyl hydroxy hydrolysis rearrangement Synthesi Acid Tertiary 2007-10-25 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Tertiary_Hydroxy_Acids_by_Silylene_Transfer_to_Keto_Esters/2979211 α-Keto esters can be converted into α-hydroxy acids in a single flask involving metal-catalyzed silylene transfer, 6π-electrocyclization, Ireland−Claisen rearrangement, and hydrolysis. This reaction sequence is stereoselective and tolerates alkyl- and aryl-substituted α-keto ester substrates as well as an α-imino ester.