Chiral cyclohexenylallenes are readily accessed from 1-enynes, aldehydes and chiral secondary amines in good yields (up to 79 % yield) with excellent enantioselectivities (up to 99 % ee) in dioxane at 110° C, through CuI catalyzed the formation of chiral propargylamine intermediates. Subsequent Yb(OTf)₃ catalyzed [4+2] cycloaddition reaction of cyclohexylallenes with the dienophiles tetracyanoethylene and diethyl acetylenedicarboxylate afforded the corresponding bicyclic products in 69–75 % yield and 84–90 % ee.

中文翻译：

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铜(I)催化对映选择性合成手性环己烯基丙二烯及镱(III)催化[4+2]环加成将轴向手性转移到中心手性

手性环己烯基联二烯可以很容易地从 1-烯炔、醛和手性仲胺得到，通过 CuI 催化形成手性炔丙胺，在二恶烷中于 110°C 下以良好的产率（高达 79% 产率）和优异的对映选择性（高达 99% ee）获得手性环己烯基联烯中间体。随后，Yb(OTf) ₃催化环己基丙二烯与亲二烯体四氰乙烯和乙炔二甲酸二乙酯发生[4+2]环加成反应，得到相应的双环产物，收率 69–75%，ee 84–90%。