Stereochemistry in nucleophilic vinylic substitution of activated nitro olefins.

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概要

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• Each of <I>E</I> and <I>Z</I>-isomers of activated α,β-dinitro olefins and α-iodo-β-nitrostilbene reacted ith several different types of nucleophiles such as amines, thiocyanate, and <I>p</I>-toluenethiolate. Only <I>Z</I>-isomers of vinylic-substituted olefins with amines and thiocyanate were observed as products due to the attractive interactions between the nitro group of substrate and the nucleophile in the intermediate state. <I>p</I>-Toluenethiolate as a nucleophile could not interact strongly enough to yield a single <I>Z</I>-product but a converged (<I>E</I>) and (<I>Z</I>) mixture of products. Still, preference is toward <I>Z</I>-configuration.

• 公益社団法人 日本化学会の論文

著者

• Park Kyong

  Division Of Oncology/hematology Department Of Internal Medicine Korea University Anam Hospital

• Ha Hyun-Joon

  Division of Chemistry, Korea Institute of Science and Technology

• Park Kyong

  Division of Chemistry, Korea Institute of Science and Technology

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• Stereochemistry in nucleophilic vinylic substitution of activated nitro olefins.

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