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Homoenolate equivalents: Enantiotopos-differentiating deprotonation of achiral 1-alkenyl carbamates with the chiral base n-butyllithium/(−)-sparteine yields configurationally stable lithium homoenolate equivalents. In a subsequent syn or anti substitution (see scheme), γ-substituted O-(1-aryl-1-alkenyl) N,N-diisopropylcarbamates are formed with high enantio- and diastereoselectivity.
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Seppi et al. (2004) studied this question.
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