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The underlying blueprint was inherently modular to ensure that each conceivable isomer could be reached. This flexibility derived from the use of strictly catalyst controlled transformations to set the stereocenters, except for the anomeric position, which is under thermodynamic control; as an extra safety measure, all stereogenic centers were set prior to ring closure to preclude any interference of the conformation adopted by the macrolactone rings of the different diastereomers. Late\u2010stage macrocyclization by ring\u2010closing alkyne metathesis was followed by a platinum\u2010catalyzed transannular 6\u2010exo\u2010dig hydroalkoxylation\/ketalization to craft the polycyclic frame. The side chain featuring a very labile unsaturation pattern was finally attached to the core by Stille coupling.<\/jats:p>","DOI":"10.1002\/anie.202011472","type":"journal-article","created":{"date-parts":[[2020,9,18]],"date-time":"2020-09-18T14:39:29Z","timestamp":1600439969000},"page":"446-454","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":51,"title":["The Formosalides: Structure Determination by Total Synthesis"],"prefix":"10.1002","volume":"60","author":[{"given":"Saskia","family":"Schulthoff","sequence":"first","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"James Y.","family":"Hamilton","sequence":"additional","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marc","family":"Heinrich","sequence":"additional","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yonghoon","family":"Kwon","sequence":"additional","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Conny","family":"Wirtz","sequence":"additional","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0098-3417","authenticated-orcid":false,"given":"Alois","family":"F\u00fcrstner","sequence":"additional","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,11,3]]},"reference":[{"key":"e_1_2_2_1_1","volume-title":"The Biology of Dinoflagellates, Botanical Monographs, Vol\u200521","author":"Taylor F. 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The resulting product wasO-TBS protected before the 3-nitrobenzoate group was cleaved off with K2CO3in MeOH. Unfortunately ester cleavage was accompanied by complete 1 3-silyl migration thus thwarting this indirect approach. For details see the Supporting Information."},{"key":"e_1_2_2_88_1","unstructured":"\u00a0"},{"key":"e_1_2_2_89_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201501922"},{"key":"e_1_2_2_89_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201501922"},{"key":"e_1_2_2_90_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo1015689"},{"key":"e_1_2_2_91_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b01735"},{"key":"e_1_2_2_92_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00070a058"},{"key":"e_1_2_2_93_1","unstructured":"\u00a0"},{"key":"e_1_2_2_94_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja991340r"},{"key":"e_1_2_2_95_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20011217)7:24<5299::AID-CHEM5299>3.0.CO;2-X"},{"key":"e_1_2_2_96_1","unstructured":"The \u201ccanopy catalysts\u201d developed in parallel to this project also work well even though the reaction is much slower; for this new catalyst family see:"},{"key":"e_1_2_2_97_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c04742"},{"key":"e_1_2_2_98_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201908571"},{"key":"e_1_2_2_98_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201908571"},{"key":"e_1_2_2_99_1","unstructured":"As shown by the formation of34 fairly low catalyst loadings can suffice; however small-scale reactions were best performed using 0.5\u20131\u2005equivalents of Zeise's salt and no further optimization was attempted."},{"key":"e_1_2_2_100_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja105129p"},{"key":"e_1_2_2_101_1","unstructured":"For examples from this laboratory see Refs.\u2005[44a \u200946] and the following:"},{"key":"e_1_2_2_102_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201103270"},{"key":"e_1_2_2_102_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201103270"},{"key":"e_1_2_2_103_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201510026"},{"key":"e_1_2_2_103_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201510026"},{"key":"e_1_2_2_104_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201303795"},{"key":"e_1_2_2_105_1","unstructured":"The same is true for a third model comprising the inverted tetrahydrofuran ring derived froment-18; the strong deviations at the inverted positions C2 and C5 are particularly indicative (see the Supporting Information)."},{"key":"e_1_2_2_106_1","unstructured":"This cannot be taken for granted; for a case in which two diastereoisomeric macrolides gave spectra that were almost indistinguishable at 600\u2005MHz and the final decision as to which one represents the natural product required biological profiling see:"},{"key":"e_1_2_2_107_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201206670"},{"key":"e_1_2_2_107_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201206670"},{"key":"e_1_2_2_108_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja508846g"},{"key":"e_1_2_2_109_1","first-page":"3212","volume":"6","author":"Yu W.","year":"2004","journal-title":"Org. 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