Asymmetric Michael Additions via SAMP‐/RAMP‐Hydrazones Enantioselective 1,4‐Addition of Methyl Ketones to Knoevenagel Acceptors1)
- 1 October 1987
- journal article
- organische chemie
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 120 (10) , 1731-1735
- https://doi.org/10.1002/cber.19871201019
Abstract
Asymmetric Michael addition of lithiated methyl ketone SAMP‐hydrazones (S)‐2 to 2‐benzylidenemalonates and ‐dinitriles 3 followed by oxidative cleavage of the 1,4‐adducts (SR)‐4 by ozonolysis affords 2‐substituted 4‐oxo diesters and ‐dinitriles (R)‐5 in good overall yields of 50–82% and high enantiomeric excesses (ee ≧ 95%).Keywords
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