{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T22:53:08Z","timestamp":1790376788893,"version":"4.1.0"},"reference-count":66,"publisher":"American Chemical Society (ACS)","issue":"13","license":[{"start":{"date-parts":[[2017,6,14]],"date-time":"2017-06-14T00:00:00Z","timestamp":1497398400000},"content-version":"vor","delay-in-days":365,"URL":"https:\/\/pubs.acs.org\/page\/policy\/authorchoice_termsofuse.html"}],"funder":[{"DOI":"10.13039\/100000057","name":"National Institute of General Medical Sciences","doi-asserted-by":"publisher","award":["R01 GM077309"],"award-info":[{"award-number":["R01 GM077309"]}],"id":[{"id":"10.13039\/100000057","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100007859","name":"University of Kansas","doi-asserted-by":"publisher","award":["NA"],"award-info":[{"award-number":["NA"]}],"id":[{"id":"10.13039\/100007859","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"State of Kansas","doi-asserted-by":"publisher","award":["NA"],"award-info":[{"award-number":["NA"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2016,7,1]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>The synthesis of the C9\u2013C25 subunit of the marine natural product spirastrellolide B is reported. The key synthetic features included the union of the two key fragments 5 and 6 via a Suzuki\u2013Miyaura coupling reaction and a late-stage, one-pot sequential deprotection\/cascade Achmatowicz rearrangement\u2013spiroketalization to install the key spirocyclic intermediate present in the C9\u2013C25 fragment of spirastrellolide B. The synthesis of the C9\u2013C16 fragment 6 was accomplished via a phosphate tether mediated ring-closing metathesis (RCM), a subsequent hydroboration\u2013oxidation protocol, followed by other stereoselective transformations in a facile manner. The spirocyclic intermediate was further functionalized utilizing a Lindlar\/NaBH4 reduction protocol to furnish the C9\u2013C25 subunit 3.<\/jats:p>","DOI":"10.1021\/acs.orglett.6b01248","type":"journal-article","created":{"date-parts":[[2016,6,14]],"date-time":"2016-06-14T15:41:10Z","timestamp":1465918870000},"page":"3094-3097","source":"Crossref","is-referenced-by-count":16,"title":["Synthesis of the C9\u2013C25 Subunit of Spirastrellolide\nB"],"prefix":"10.1021","volume":"18","author":[{"given":"Soma","family":"Maitra","sequence":"first","affiliation":[{"name":"University of Kansas , , 1251 Wescoe Hall Drive , , ,","place":["Lawrence, Kansas, United States, 66045-7582"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mahipal","family":"Bodugam","sequence":"additional","affiliation":[{"name":"University of Kansas , , 1251 Wescoe Hall Drive , , ,","place":["Lawrence, Kansas, United States, 66045-7582"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Salim","family":"Javed","sequence":"additional","affiliation":[{"name":"University of Kansas , , 1251 Wescoe Hall Drive , , ,","place":["Lawrence, Kansas, United States, 66045-7582"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Paul R.","family":"Hanson","sequence":"additional","affiliation":[{"name":"University of Kansas , , 1251 Wescoe Hall Drive , , ,","place":["Lawrence, Kansas, United States, 66045-7582"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2016,6,14]]},"reference":[{"key":"2026090222491339900_cit1","doi-asserted-by":"publisher","first-page":"5296","DOI":"10.1021\/ja0348602","volume":"125","author":"Williams","year":"2003","journal-title":"J. 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