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Herein, we report a Pd-catalyzed regiospecific cycloaromatization of β-bromoenal and vinyl borate esters to synthesize m-alkenyl substituted benzaldehydes. This allows the construction of complex molecules from simple materials, which may be useful in the search for new optical materials. [ABSTRACT FROM AUTHOR]

Enantioselective alkynylation of cyclic N-sulfonyl α-ketiminoesters with terminal alkynes was developed by using an Ni(ClO4)2/(R)-DTBM-Segphos complex as a catalyst. A range of propargylic amides bearing quaternary stereocenters were afforded in excellent enantioselectivities (up to 97% ee). Theoretical studies revealed that this reaction proceeded via a Friedel–Crafts-type reaction pathway. [ABSTRACT FROM AUTHOR]