{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T13:40:43Z","timestamp":1792762843574,"version":"4.5.0"},"reference-count":28,"publisher":"American Chemical Society (ACS)","issue":"42","license":[{"start":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T00:00:00Z","timestamp":1791590400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T00:00:00Z","timestamp":1791590400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T00:00:00Z","timestamp":1791590400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,10,23]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Rugonidines A\u2013F are a family of structurally unique diastereomeric alkaloids characterized by an unprecedented [4.5]-fused N-alkoxyguanidinyl spiroketal ring system. This work reports the first synthesis of this motif via an acid-catalyzed, one-pot tandem deprotection\/cyclization cascade of a protected N-hydroxyguanidine intermediate, efficiently forging the target spirocyclic framework in 21% yield over nine steps. X-ray crystallographic analysis unambiguously confirmed structural connectivity, providing the first solid-state characterization of this unusual architecture.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03480","type":"journal-article","created":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T15:02:32Z","timestamp":1791644552000},"page":"13146-13150","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis of\nthe\n                    <i>N<\/i>\n                    -Alkoxyguanidinyl\nSpiroketal Core of Rugonidines A\u2013F"],"prefix":"10.1021","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3452-1827","authenticated-orcid":true,"given":"Kaleb C.","family":"Winefield","sequence":"first","affiliation":[{"name":"The University of Auckland , , ,","place":["Auckland, New Zealand, 1010"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3496-2200","authenticated-orcid":true,"given":"Eilidh G.","family":"Young","sequence":"additional","affiliation":[{"name":"The University of Auckland , , ,","place":["Auckland, New Zealand, 1010"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7086-4096","authenticated-orcid":true,"given":"Margaret A.","family":"Brimble","sequence":"additional","affiliation":[{"name":"The University of Auckland , , ,","place":["Auckland, New Zealand, 1010"]},{"name":"Maurice Wilkins Centre for Molecular Biodiscovery , ,","place":["Auckland, New Zealand, 1010"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,10,10]]},"reference":[{"issue":"7","key":"2026102309100895000_cit1","doi-asserted-by":"publisher","first-page":"1844","DOI":"10.1021\/acs.jnatprod.4c00581","article-title":"Natural Products Have\nIncreased Rates of Clinical Trial Success throughout the Drug Development\nProcess","volume":"87","author":"Domingo-Ferna\u0301ndez","year":"2024","journal-title":"J. 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