N-杂环卡宾催化带有γ-H的α,β-不饱和羧酸与异吲哚酮的[4 + 2]环化反应：螺环氧化吲哚-二氢吡喃酮的对映选择性合成
N-Heterocyclic carbene-catalyzed [4 + 2] cyclization of α,β-unsaturated carboxylic acids bearing γ-H with isatins: an enantioselective synthesis of spirocyclic oxindole-dihydropyranones.
作者信息
Zhu Ling, Yu Chenxia, Li Tuanjie, Wang Yuhong, Lu Yinan, Wang Wenjing, Yao Changsheng
机构信息
School of Chemistry and Chemical Engineering, Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, P R China.
出版信息
Org Biomol Chem. 2016 Jan 28;14(4):1485-91. doi: 10.1039/c5ob02160j. Epub 2015 Dec 21.
An NHC-catalyzed asymmetric [4 + 2] annulation of isatins and α,β-unsaturated carboxylic acids bearing γ-H gave spirocyclic oxindole-dihydropyranones successfully via an in situ activation strategy. This protocol featured easy availability of raw materials, good yields and excellent enantioselectivities (up to 99% ee).
通过原位活化策略，NHC催化的异吲哚酮与带有γ-H的α,β-不饱和羧酸的不对称[4+2]环化反应成功得到了螺环氧化吲哚-二氢吡喃酮。该方法具有原料易得、产率高和对映选择性优异（对映体过量高达99%）的特点。
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