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Stereoselective synthesis of tetrahydropyran-4-ones could be accomplished by a Cu(OTf)2-catalyzed bimolecular Prins cyclization of vinyl bis-sulfide-tethered alcohols with aldehydes\/ketones. The vinyl bis-sulfide moiety provides a unified platform to three distinct oxidation states of substituted pyrans. The methodology is applied to the synthesis of (\u00b1)-centrolobine, (\u00b1)-civet, enantiomerically enriched C2-symmetric bis-dihydropyran and a bridged bicyclic ether featuring a trans-2,6-disubstitued THP.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c02480","type":"journal-article","created":{"date-parts":[[2026,7,18]],"date-time":"2026-07-18T13:45:36Z","timestamp":1784382336000},"page":"9678-9683","source":"Crossref","is-referenced-by-count":0,"title":["Prins Cyclization of Vinyl Bis-sulfides Gives Stereoselective\nAccess to Di\/Tetrahydropyrans and Pyran-4-ones"],"prefix":"10.1021","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6653-7236","authenticated-orcid":true,"given":"Santosh J.","family":"Gharpure","sequence":"first","affiliation":[{"name":"Indian Institute of Technology Bombay , , Powai, ,","place":["Mumbai, India, 400076"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vaithilingam","family":"Prasath","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Bombay , , Powai, ,","place":["Mumbai, India, 400076"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vinod","family":"Kumar","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Bombay , , Powai, ,","place":["Mumbai, India, 400076"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rakhi","family":"Yadav","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Bombay , , Powai, ,","place":["Mumbai, India, 400076"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Krishna S.","family":"Gupta","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Bombay , , Powai, ,","place":["Mumbai, India, 400076"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Padmaja","family":"Padmaja","sequence":"additional","affiliation":[{"name":"Indian Institute of Technology Bombay , , Powai, ,","place":["Mumbai, India, 400076"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,7,18]]},"reference":[{"issue":"1","key":"2026073109273752300_cit1a","doi-asserted-by":"publisher","DOI":"10.1155\/2013\/162513","article-title":"Structures\nand Properties of Naturally\nOccurring Polyether Antibiotics","volume":"2013","author":"Rutkowski","year":"2013","journal-title":"BioMed Research\nInternational"},{"issue":"2","key":"2026073109273752300_cit1b","doi-asserted-by":"publisher","first-page":"269","DOI":"10.1039\/B500186M","article-title":"Acetogenins from Annonaceae: Recent\nProgress in Isolation, Synthesis and Mechanisms of Action","volume":"22","author":"Bermejo","year":"2005","journal-title":"Nat. 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