Angewandte Chemie - International Edition p. 1893 - 1896 (2007)
Update date:2022-08-04
Topics:
Myers, Eddie L.
De Vries, Johannes G.
Aggarwal, Varinder K.
(Chemical Equation Presented) All adducts one way: Iminium ions, generated in situ from the corresponding N,O-acetals, can be used as electrophiles in a Morita-Baylis-Hillman-type reaction with a wide range of Michael acceptors (enones, enals, S- and O-acrylates). The reaction has been rendered asymmetric using sulfide 1 (see scheme; DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene, TMSOTf=trimethylsilyl trifluoromethanesulfonate).
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