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Here, we disclose their long-awaited first total synthesis. This convergent and modular strategy is enabled by a stereoselective nickel-catalyzed reductive cross-coupling, a de novo asymmetric carbohydrate synthesis, and a mild (p-Tol)2SO\/Tf2O-promoted N-glycosylation. This work not only establishes a unified synthetic route to the ezomycin family but also provides robust methodologies for the precise assembly of sterically demanding, highly functionalized nucleoside natural products.<\/jats:p>","DOI":"10.1021\/jacs.6c14230","type":"journal-article","created":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T05:02:23Z","timestamp":1790658143000},"page":"43641-43648","source":"Crossref","is-referenced-by-count":0,"title":["Total Synthesis of\nComplex Nucleoside Antibiotics\nEzomycin A1 and A2"],"prefix":"10.1021","volume":"148","author":[{"given":"Zhoupeng","family":"Zhao","sequence":"first","affiliation":[{"name":"Lanzhou University , , ,","place":["Lanzhou, P.R. China, 730000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuai","family":"Fan","sequence":"additional","affiliation":[{"name":"Lanzhou University , , ,","place":["Lanzhou, P.R. China, 730000"]},{"name":"Medicine College of Pingdingshan University , , ,","place":["Pingdingshan, Henan, China, 467000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuaibo","family":"Yang","sequence":"additional","affiliation":[{"name":"Lanzhou University , , ,","place":["Lanzhou, P.R. China, 730000"]},{"name":"LanzhouUniversity , , ,","place":["Lanzhou, P. R. China, 730000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xianglong","family":"Xie","sequence":"additional","affiliation":[{"name":"Lanzhou University , , ,","place":["Lanzhou, P.R. China, 730000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shixiong","family":"Chen","sequence":"additional","affiliation":[{"name":"Lanzhou University , , ,","place":["Lanzhou, P.R. China, 730000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8867-6528","authenticated-orcid":true,"given":"Xiaolei","family":"Wang","sequence":"additional","affiliation":[{"name":"Lanzhou University , , ,","place":["Lanzhou, P.R. China, 730000"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,29]]},"reference":[{"key":"2026101414072927900_cit1a","doi-asserted-by":"publisher","first-page":"952","DOI":"10.3389\/fmicb.2019.00952","article-title":"Nucleoside analogues as antibacterial\nagents","volume":"10","author":"Thomson","year":"2019","journal-title":"Front. Microbiol."},{"key":"2026101414072927900_cit1b","doi-asserted-by":"publisher","first-page":"14379","DOI":"10.1021\/acs.chemrev.6b00209","article-title":"Metabolism,\nBiochemical Actions, and Chemical Synthesis of Anticancer Nucleosides,\nNucleotides, and Base Analogs","volume":"116","author":"Shelton","year":"2016","journal-title":"Chem. Rev."},{"key":"2026101414072927900_cit1c","doi-asserted-by":"publisher","first-page":"1859","DOI":"10.1021\/cr00038a006","article-title":"Synthesis of Complex Nucleoside Antibiotics","volume":"95","author":"Knapp","year":"1995","journal-title":"Chem. Rev."},{"key":"2026101414072927900_cit2a","doi-asserted-by":"publisher","first-page":"1883","DOI":"10.1080\/00021369.1974.10861421","article-title":"Isolation of novel\nantifungal antibiotics, ezomycins A1, A2, B1 and B2","volume":"38","author":"Sakata","year":"1974","journal-title":"Agric. Biol. Chem."},{"key":"2026101414072927900_cit2b","doi-asserted-by":"publisher","first-page":"2027","DOI":"10.1080\/00021369.1977.10862801","article-title":"Isolation and Antimicrobial Activities of Ezomycins\nB1, B2, C1, C2, D1 and D2","volume":"41","author":"Sakata","year":"1977","journal-title":"Agric. Biol. Chem."},{"key":"2026101414072927900_cit2c","doi-asserted-by":"publisher","first-page":"885","DOI":"10.1080\/00021369.1975.10861686","article-title":"Degradative Studies\non Ezomycins A1 and A2","volume":"39","author":"Sakata","year":"1975","journal-title":"Agric. Biol. Chem."},{"key":"2026101414072927900_cit2d","doi-asserted-by":"publisher","first-page":"1993","DOI":"10.1080\/00021369.1976.10862334","article-title":"Structures of Ezomycins\nA1 and A2","volume":"40","author":"Sakata","year":"1976","journal-title":"Agric. Biol.\nChem."},{"key":"2026101414072927900_cit2e","doi-asserted-by":"publisher","first-page":"2033","DOI":"10.1080\/00021369.1977.10862802","article-title":"Structures of Ezomycins\nB1, B2, C1, C2, D1 and D2","volume":"41","author":"Sakata","year":"1977","journal-title":"Agric. Biol. Chem."},{"key":"2026101414072927900_cit3a","first-page":"581","article-title":"Total Synthesis of\nmethyl (methyl\n3-amino 3, 4-dideoxy-alpha-and btta-DL-xylo-hexopyranosid) uronates","volume":"23","author":"Mieczkowski","year":"1975","journal-title":"Bull. Acad. Polon. Sci., Ser. Sci. 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Lett."},{"key":"2026101414072927900_cit5","doi-asserted-by":"publisher","first-page":"4355","DOI":"10.1021\/acs.orglett.3c01494","article-title":"Synthesis\nof the Disaccharide Core of Ezomycin Nucleosides","volume":"25","author":"Fan","year":"2023","journal-title":"Org. Lett."},{"key":"2026101414072927900_cit6a","doi-asserted-by":"publisher","first-page":"523","DOI":"10.1002\/anie.201507357","article-title":"Synthesis of D-Desosamine\nand Analogs by Rapid Assembly of 3-Amino Sugars","volume":"55","author":"Zhang","year":"2016","journal-title":"Angew. Chem., Int. 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Lett."},{"key":"2026101414072927900_cit11","doi-asserted-by":"publisher","first-page":"5498","DOI":"10.1021\/jacs.0c00447","article-title":"One-Pot Relay\nGlycosylation","volume":"142","author":"Xiao","year":"2020","journal-title":"J. Am. Chem. Soc."},{"key":"2026101414072927900_cit12a","doi-asserted-by":"publisher","first-page":"11532","DOI":"10.1021\/acscatal.6c02585","article-title":"BUNNY: An N,N-Bidentate\nNitrogen\nLigand Descriptor Library Development and Application to Modeling\nof Ni-Catalyzed Asymmetric Cross-Electrophile Coupling Reactions","volume":"16","author":"Gutie\u0301rrez-Valencia","year":"2026","journal-title":"ACS Catal."},{"key":"2026101414072927900_cit12b","doi-asserted-by":"publisher","first-page":"3468","DOI":"10.1021\/jacs.4c14767","article-title":"Ni-Catalyzed\nEnantioselective Desymmetrization: Development of Divergent Acyl and\nDecarbonylative Cross-Coupling Reactions","volume":"147","author":"Herna\u0301ndez-Meji\u0301as","year":"2025","journal-title":"J.\nAm. Chem. 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Org.\nChem."},{"key":"2026101414072927900_cit13e","doi-asserted-by":"publisher","first-page":"131955","DOI":"10.1016\/j.tet.2021.131955","article-title":"A general approach\nto C-Acyl glycosides via palladium\/copper Co-catalyzed coupling reaction\nof glycosyl carbothioates and arylboronic acids","volume":"82","author":"Wang","year":"2021","journal-title":"Tetrahedron"},{"key":"2026101414072927900_cit13f","doi-asserted-by":"publisher","first-page":"4304","DOI":"10.1002\/anie.201914221","article-title":"Versatile Glycosyl Sulfonates in\n\u03b2-Selective C-Glycosylation","volume":"59","author":"Ling","year":"2020","journal-title":"Angew. Chem.,\nInt. Ed."},{"key":"2026101414072927900_cit13g","doi-asserted-by":"publisher","first-page":"6053","DOI":"10.1002\/ejoc.201901037","article-title":"Acyl and Benzyl-C-\u03b2-D-Glucosides:\nSynthesis and Biostudies for Glucose-Uptake-Promoting Activity in\nC2C12 Mytotubes","volume":"2019","author":"Reddy","year":"2019","journal-title":"Eur. J. Org. Chem."},{"key":"2026101414072927900_cit13h","doi-asserted-by":"publisher","first-page":"8302","DOI":"10.1021\/acs.orglett.0c02949","article-title":"Cyanide-Free Synthesis of Glycosyl\nCarboxylic Acids and Application for the Synthesis of Scleropentaside\nA","volume":"22","author":"Zou","year":"2020","journal-title":"Org. Lett."},{"key":"2026101414072927900_cit13i","doi-asserted-by":"publisher","first-page":"5110","DOI":"10.1002\/anie.201900995","article-title":"\u03b2-Selective C-Glycosylation\nand its Application in the Synthesis of Scleropentaside A","volume":"58","author":"Boehlich","year":"2019","journal-title":"Angew. Chem., Int. 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Chem."},{"key":"2026101414072927900_cit13m","doi-asserted-by":"publisher","first-page":"6152","DOI":"10.1021\/acs.orglett.6b03158","article-title":"Ester Formation\nvia Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Chloroformates","volume":"18","author":"Zheng","year":"2016","journal-title":"Org. Lett."},{"issue":"20","key":"2026101414072927900_cit14","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202500044","article-title":"Convenient Synthesis\nof \u03b2-C-Acyl Glycosides and its Application\nin the Synthesis of Scleropentaside A, Scleropentaside B and the Derivatives\nof Dapagliflozin","volume":"31","author":"Fang","year":"2025","journal-title":"Chem. \u2013 Eur. J."},{"key":"2026101414072927900_cit15","doi-asserted-by":"publisher","first-page":"6998","DOI":"10.1021\/ja00775a022","article-title":"Structural effects\non rates and equilibriums. XVI.\nEffect of adjacent unshared electron pairs on ease of carbanion formation","volume":"94","author":"Hine","year":"1972","journal-title":"J. Am. Chem. Soc."},{"key":"2026101414072927900_cit16","doi-asserted-by":"publisher","first-page":"4019","DOI":"10.1021\/ja01480a016","article-title":"An Acid-catalyzed Cleavage of Sulfoxides1","volume":"83","author":"Kenney","year":"1961","journal-title":"J. Am. Chem. Soc."},{"key":"2026101414072927900_cit17","doi-asserted-by":"publisher","first-page":"2837","DOI":"10.1080\/00397919508011831","article-title":"A Route to Homochiral (S)-O-Methyl\nMandelic Acid and Related \u03b1-Alkoxy Carboxylic Acids from Isopropylidene\nGlycerol","volume":"25","author":"Handa","year":"1995","journal-title":"Synth. Commun."},{"key":"2026101414072927900_cit18a","doi-asserted-by":"publisher","first-page":"7991","DOI":"10.1021\/acs.orglett.8b03567","article-title":"Stereoselective Preparation\nof \u03b1-C-Vinyl\/Aryl Glycosides via Nickel-Catalyzed Reductive\nCoupling of Glycosyl Halides with Vinyl and Aryl Halides","volume":"20","author":"Liu","year":"2018","journal-title":"Org. 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