Tetrahedron Letters p. 4967 - 4970 (1983)
Update date:2022-08-05
Topics:
Enders, Dieter
Papadopoulos, Kyriakos
A simple and efficient 3-step asymmetric synthesis of β-substituted δ-ketoesters 3 in 45-62percent overall chemical yield and >=96-ca.100percent ee is described.The key step is an asymmetric Michael-addition of lithiated methylketone-SAMP- or RAMP-hydrazones to α,β-unsaturated esters 2 with virtually complete 1.6-asymmetric induction.
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Doi:10.1016/0584-8539(79)80003-3
(1979)Doi:10.1021/ja00167a052
(1990)Doi:10.1016/0005-2744(67)90096-4
(1967)Doi:10.1021/bi00658a016
(1976)Doi:10.1021/jo01296a043
(1980)Doi:10.1039/c39790000832
(1979)
