62558-70-7Relevant academic research and scientific papers
ENANTIOFACE DIFFERENTIATING MICHAEL REACTION OF ETHYL ACETOACETATE WITH ALKYLIDENEMALONATES VIA CHIRAL ENAMINE
Tomioka, Kiyoshi,Yasuda, Kosuke,Koga, Kenji
, p. 4611 - 4614 (2007/10/02)
Utilizing the L-valine-based chiral lithioenamine (5) of ethyl acetoacetate (1), enantioface differentiating Michael reaction with alkylidenemalonates (2) gave, after decarboxylation, β-substituted δ-keto esters (3) in a fair to godd enantiomeric excess.Kinetic diastereoenrichment of the initial Michael adducts (7) was also studied.Combination of both processes provides the procedure for the synthesis of 3 in 55-93percent ee.
