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The present method was applied to the direct incorporation of the hydroxy and amino groups derived from a nitroso substrate into cyclic 1,3\u2010dienes with <jats:italic>cis<\/jats:italic>\u2010selectivity by the combination of the in\u2005situ formation of 2\u2010oxa\u20103\u2010azabicyclo compounds and following Cu\/C\u2010catalyzed N\u2212O bond cleavage. The obtained <jats:italic>cis<\/jats:italic>\u20104\u2010aminocyclohexenols, derived from cyclohexadiene as a cyclic 1,3\u2010diene, could be selectively oxidized by using the ruthenium\u2010on\u2010carbon (Ru\/C) catalyst under oxygen atmosphere to the corresponding 4\u2010aminocyclohexenones at 50\u201365\u2009\u00b0C or <jats:italic>para<\/jats:italic>\u2010iminoquinones at 100\u2013110\u2009\u00b0C as useful reactive synthetic precursors.<\/jats:p>","DOI":"10.1002\/cssc.202001739","type":"journal-article","created":{"date-parts":[[2020,8,21]],"date-time":"2020-08-21T08:19:33Z","timestamp":1597997973000},"page":"5632-5637","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Copper\u2010Catalyzed Aqueous N\u2212O Bond Cleavage of 2\u2010Oxa\u20103\u2010Azabicyclo Compounds to Cyclic <i>cis<\/i>\u20101,4\u2010Amino Alcohols"],"prefix":"10.1002","volume":"13","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7994-0470","authenticated-orcid":false,"given":"Naoki","family":"Yasukawa","sequence":"first","affiliation":[{"name":"Laboratory of Organic Chemistry Gifu Pharmaceutical University  1-25-4 Daigaku-nishi Gifu 501-1196 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yuya","family":"Miki","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry Gifu Pharmaceutical University  1-25-4 Daigaku-nishi Gifu 501-1196 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Marina","family":"Kuwata","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry Gifu Pharmaceutical University  1-25-4 Daigaku-nishi Gifu 501-1196 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