{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,15]],"date-time":"2025-10-15T16:35:51Z","timestamp":1760546151481},"reference-count":57,"publisher":"Wiley","issue":"24","license":[{"start":{"date-parts":[[2013,5,6]],"date-time":"2013-05-06T00:00:00Z","timestamp":1367798400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2013,6,10]]},"DOI":"10.1002\/anie.201301034","type":"journal-article","created":{"date-parts":[[2013,5,6]],"date-time":"2013-05-06T15:48:47Z","timestamp":1367855327000},"page":"6313-6316","source":"Crossref","is-referenced-by-count":32,"title":["Palladium\u2010Catalyzed Allylic Substitution at Four\u2010Membered\u2010Ring Systems: Formation of \u03b7<sup>1<\/sup>\u2010Allyl Complexes and Electrocyclic Ring Opening"],"prefix":"10.1002","volume":"52","author":[{"given":"Davide","family":"Audisio","sequence":"first","affiliation":[]},{"given":"Gopinadhanpillai","family":"Gopakumar","sequence":"additional","affiliation":[]},{"given":"Lan\u2010Gui","family":"Xie","sequence":"additional","affiliation":[]},{"given":"Lu\u00eds G.","family":"Alves","sequence":"additional","affiliation":[]},{"given":"Cornelia","family":"Wirtz","sequence":"additional","affiliation":[]},{"given":"Ana M.","family":"Martins","sequence":"additional","affiliation":[]},{"given":"Walter","family":"Thiel","sequence":"additional","affiliation":[]},{"given":"Christophe","family":"Far\u00e8s","sequence":"additional","affiliation":[]},{"given":"Nuno","family":"Maulide","sequence":"additional","affiliation":[]}],"member":"311","published-online":{"date-parts":[[2013,5,6]]},"reference":[{"key":"e_1_2_2_1_2","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr9409804"},{"key":"e_1_2_2_3_2","first-page":"497","volume-title":"Catalytic Asymmetric Synthesis","author":"Helmchen G.","year":"2010"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1007\/3418_2011_14"},{"key":"e_1_2_2_5_2","unstructured":"\u00a0"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)76748-7"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-328X(97)00509-3"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/om060726p"},{"key":"e_1_2_2_9_2","unstructured":"Six\u2010membered cyclic \u03c0\u2010allyl palladium systems are generally stable and can be fully characterized; for a recent example see:"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja8099757"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)93957-7"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(98)00976-9"},{"key":"e_1_2_2_13_2","unstructured":"\u03c0\u2010Cyclopentenylpalladium intermediates have been studied by Lloyd\u2010Jones et\u2005al. but their isolation and characterization was not possible:"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20001201)6:23<4348::AID-CHEM4348>3.0.CO;2-Y"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20021004)8:19<4443::AID-CHEM4443>3.0.CO;2-3"},{"key":"e_1_2_2_16_2","unstructured":"\u00a0"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201106321"},{"key":"e_1_2_2_17_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201106321"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201202853"},{"key":"e_1_2_2_18_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201202853"},{"key":"e_1_2_2_19_2","unstructured":"For detailed13C chemical shifts in \u03b73\u2010(\u03c0)\u2010allyl complexes see:"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/om971132c"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2005.01.032"},{"key":"e_1_2_2_22_2","unstructured":"See the Supporting Information for details."},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200352369"},{"key":"e_1_2_2_23_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200352369"},{"key":"e_1_2_2_24_2","unstructured":"\u00a0"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/om020323z"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1039\/b212393m"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200902575"},{"key":"e_1_2_2_27_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200902575"},{"key":"e_1_2_2_28_2","unstructured":"The mechanism accounting for the formation oftrans\u20105upon reaction of3with the malonate nucleophile is intriguing. One might consider coordination of the anion followed by reductive elimination a pathway that has to the best of our knowledge never been observed for allylic alkylations with stabilized (\u201csoft\u201d) nucleophiles. Alternatively inversion at the metal\u2010bonded carbon should precede nucleophilic attack. Attempts to assess this situation have been unproductive thus far."},{"key":"e_1_2_2_29_2","unstructured":"The coupling constants of protons H\u03b1(3JHH=14.8\u2005Hz) and H\u03b4(3JHH=15.2\u2005Hz) were in agreement with this assignment."},{"key":"e_1_2_2_30_2","unstructured":"\u00a0"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19690812102"},{"key":"e_1_2_2_31_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.196907811"},{"key":"e_1_2_2_32_2","first-page":"124","volume-title":"Thermal Electrocyclic Reactions","author":"Marwell E. 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