{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T02:23:55Z","timestamp":1760235835169,"version":"build-2065373602"},"reference-count":52,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2021,10,5]],"date-time":"2021-10-05T00:00:00Z","timestamp":1633392000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100000266","name":"Engineering and Physical Sciences Research Council","doi-asserted-by":"publisher","award":["EP\/M506515\/1 and EP\/N509644\/1"],"award-info":[{"award-number":["EP\/M506515\/1 and EP\/N509644\/1"]}],"id":[{"id":"10.13039\/501100000266","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000360","name":"Scottish Funding Council","doi-asserted-by":"publisher","award":["IBioIC (Innovation Centre Programme)"],"award-info":[{"award-number":["IBioIC (Innovation Centre Programme)"]}],"id":[{"id":"10.13039\/501100000360","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100008239","name":"Highlands and Islands Enterprise","doi-asserted-by":"publisher","award":["IBioIC (Innovation Centre Programme)"],"award-info":[{"award-number":["IBioIC (Innovation Centre Programme)"]}],"id":[{"id":"10.13039\/100008239","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100016917","name":"Scottish Enterprise","doi-asserted-by":"publisher","award":["IBioIC (Innovation Centre Programme)"],"award-info":[{"award-number":["IBioIC (Innovation Centre Programme)"]}],"id":[{"id":"10.13039\/100016917","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Spiro compounds provide attractive targets in drug discovery due to their inherent three-dimensional structures, which enhance protein interactions, aid solubility and facilitate molecular modelling. However, synthetic methodology for the spiro-functionalisation of important classes of penicillin and cephalosporin \u03b2-lactam antibiotics is comparatively limited. We report a novel method for the generation of spiro-cephalosporin compounds through a Michael-type addition to the dihydrothiazine ring. Coupling of a range of catechols is achieved under mildly basic conditions (K2CO3, DMF), giving the stereoselective formation of spiro-cephalosporins (d.r. 14:1 to 8:1) in moderate to good yields (28\u221265%).<\/jats:p>","DOI":"10.3390\/molecules26196035","type":"journal-article","created":{"date-parts":[[2021,10,8]],"date-time":"2021-10-08T21:23:55Z","timestamp":1633728235000},"page":"6035","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["New Methods for the Synthesis of Spirocyclic Cephalosporin Analogues"],"prefix":"10.3390","volume":"26","author":[{"given":"Alan","family":"Zhao","sequence":"first","affiliation":[{"name":"EaStChem School of Chemistry, The University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh EH9 3FJ, UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1594-2992","authenticated-orcid":false,"given":"Louise","family":"Horsfall","sequence":"additional","affiliation":[{"name":"Institute of Quantitative Biology, Biochemistry, and Biotechnology, School of Biological Science, The University of Edinburgh, Roger Land Building, Alexander Crum Brown Road, Edinburgh EH9 3FF, UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4619-1506","authenticated-orcid":false,"given":"Alison","family":"Hulme","sequence":"additional","affiliation":[{"name":"EaStChem School of Chemistry, The University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh EH9 3FJ, UK"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,10,5]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"3771","DOI":"10.1002\/cber.190003303187","article-title":"Systematik und Nomenclatur Bicyclischer Kohlenwasserstoffe","volume":"33","author":"Baeyer","year":"1900","journal-title":"Ber. 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