111120-91-3Relevant academic research and scientific papers
Selective 1,4-Chiral Induction in the Reaction of Enolates Generated from t-Butyl δ-Hydroxy Carboxylates
Narasaka, Koichi,Ukaji Yutaka,Watanabe, Kazutoshi
, p. 1457 - 1464 (2007/10/02)
Lithium enolates generated from t-butyl esters of δ-hydroxy carboxylic acids with lithium dialkylamides in THF-HMPA were alkylated stereoselectively to give the corresponding syn-α-alkylated δ-hydroxy esters.The generation of the enolates was accelerated by the addition of lithium trifluoromethanesulfonate, and the successive aldol and hydroxylation reactions of the enolates also proceeded in a stereoselective manner.
Generation of Lithium Enolates Accelerated by Lithium Trifluoromethanesulfonate. Application to the Selective 1,4-Chiral Induction in the Aldol Reaction of t-Butyl δ-Hydroxy Carboxylates
Narasaka, Koichi,Ukaji, Yutaka,Watanabe, Kazutoshi
, p. 1755 - 1758 (2007/10/02)
The presence of lithium trifluoromethanesulfonate accelerates the enolate formation from t-butyl δ-hydroxy carboxylates with lithium diethylamide.The reaction of the resulting enolates with ketones or benzaldehyde affords the corresponding α,δ-syn aldol adducts stereoselectively.
