Asymmetric Direct Vinylogous Michael Additions of Allyl Alkyl Ketones to Maleimides through Dienamine Catalysis
Organic Letters2014Vol. 16(22), pp. 6000–6003
Citations Over TimeTop 10% of 2014 papers
Abstract
A direct catalytic asymmetric γ-regioselective vinylogous Michael addition of allyl alkyl ketones to maleimides has been developed through dienamine catalysis of a simple chiral 1,2-diphenylethanediamine, giving multifunctional products in excellent enantioselectivity and with high yields. The success of this catalytic strategy relies on the unique inducing effect of deconjugated β,γ-C═C bond, which facilitates the formation of the otherwise unfavored extended dienamine species.
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