The first catalytic asymmetric dynamic resolution of unprotected racemic 3-(4-alkylcyclohexylidene)indolin-2-ones via a one-step direct vinylogous Michael reaction with chalcones was realized using a chiral N,N′-dioxide/Sc(III) complex catalytic system. A variety of (Z)-4-alkyl-2-((3-oxo-1,3-diarylpropyl)cyclohexylidene)-indolin-2-ones with three stereogenic centers at ξ-, γ- and δ′-positions were obtained in up to 95% yield, 98% ee and 99/1 dr. A possible transition state was proposed to explain the origin of the stereoselectivity.

中文翻译：

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轴向手性3-亚烷基亚氧吲哚的高度区域，非对映和对映选择性脱氨

使用手性N，N'-二氧化物/ Sc（III）络合物催化实现未保护的外消旋3-（4-烷基环己叉基）吲哚啉-2-酮通过一步直接乙烯基键与查耳酮的催化不对称动态拆分系统。得到了在（Z）-4-烷基-2-（（3-氧代-1,3-二芳基丙基）环己叉基）-吲哚-2-酮上的各种立体位点，它们在ξ-，γ-和δ'位置具有三个立体中心高达95％的收率，98％的ee和99/1 dr。提出了一种可能的过渡态来解释立体选择性的起源。