Abstract:The γ-selective addition of chloroprene Grignards
to aromatic N-Boc aldimines enabled by 2,2′-dimorpholinodiethyl
ether (DMDEE) yields the corresponding N-Boc protected
β-allenylamines in good yields and regioselectivities. Transmetalation
to zinc bromide also allows the addition of chloroprene Grignard to
aliphatic aldimines in good yields. The obtained β-allenylamines
were shown to be easily deprotected under acidic conditions and can
be subjected to various transformations to access complex molecules.
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