Chemistry of. alpha.-silyl carbonyl compounds. 9. Synthesis of tri-and tetrasubstituted olefins from. alpha.-silyl esters

D Hernandez, GL Larson

Index: Hernandez, David; Larson, Gerald L. Journal of Organic Chemistry, 1984 , vol. 49, # 22 p. 4285 - 4287

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Citation Number: 12

Abstract

As is clear from Scheme I the success of the reaction will depend on the ability of the second equivalent of organometallic to add to the rather hindered 8-keto silane formed in the initial step. 5 Thus, enolization or reduction are possible alternatives to addition to the carbonyl of the 8-keto silane. It would be expected, therefore, that increased steric demand on either the ester or the organometallic (R4M) would lead to lower yields of the olefins and higher ...