Tetrahedron Letters p. 4611 - 4614 (1986)
Update date:2022-08-16
Topics:
Tomioka, Kiyoshi
Yasuda, Kosuke
Koga, Kenji
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.
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Doi:10.1055/s-1986-31810
(1986)Doi:10.1021/jo00979a015
(1972)Doi:10.1002/adsc.200800207
(2008)Doi:10.1002/anie.200802611
(2008)Doi:10.1016/j.bmc.2008.09.001
(2008)Doi:10.1021/jo00389a047
(1987)
