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We developed a route to stereochemically diverse variants of 2,18\u2010<jats:italic>seco<\/jats:italic>\u2010lankacidinol B and found that the stereochemical assignment at C4 requires revision. This has interesting implications for the biosynthesis of natural products of the lankacidin class, all of which possessed uniform stereochemistry prior to this finding. We have evaluated 2,18\u2010<jats:italic>seco<\/jats:italic>\u2010lankacidinol\u2005B and three stereochemical derivatives against a panel of pathogenic Gram\u2010positive and Gram\u2010negative bacteria.<\/jats:p>","DOI":"10.1002\/anie.201808612","type":"journal-article","created":{"date-parts":[[2018,8,22]],"date-time":"2018-08-22T16:01:19Z","timestamp":1534953679000},"page":"13551-13554","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Synthesis, Structural Reassignment, and Antibacterial Evaluation of 2,18\u2010<i>Seco<\/i>\u2010Lankacidinol\u2005B"],"prefix":"10.1002","volume":"57","author":[{"given":"Yanmin","family":"Yao","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry and Cardiovascular Research Institute University of California, San Francisco  San Francisco CA 94158 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