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Relocating the alkyne from C8 to C2 reduces steric congestion, facilitating donor preparation while preserving the anomeric ester under saponification conditions. The donors exhibit broad scope and enable minimally protected glycosylation of carboxylic acids with excellent 1,2-cis selectivity. Competition experiments establish the reactivity order ortho-alkynylbenzoate &amp;gt; 2-alkynyl-1-naphthoate &amp;gt; 8-alkynyl-1-naphthoate, highlighting its potential for chemoselective glycosylation.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03296","type":"journal-article","created":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T08:02:06Z","timestamp":1787040126000},"page":"10877-10881","source":"Crossref","is-referenced-by-count":3,"title":["2-Alkynyl-1-Naphthoate:\nA Reactive and Base-Tolerant\nLeaving Group for Gold(I)-Catalyzed Glycosylation"],"prefix":"10.1021","volume":"28","author":[{"given":"Yuchen","family":"Xie","sequence":"first","affiliation":[{"name":"Shanghai Institute of Materia Medica, Chinese Academy of Sciences , , ,","place":["Zhongshan, China, 528400"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhengbing","family":"Zhou","sequence":"additional","affiliation":[{"name":"Yunnan University , , ,","place":["Kunming, China, 650091"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiaojuan","family":"Zhang","sequence":"additional","affiliation":[{"name":"Shanghai Institute of Materia Medica, Chinese Academy of Sciences , , ,","place":["Zhongshan, China, 528400"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7864-7045","authenticated-orcid":true,"given":"Yugen","family":"Zhu","sequence":"additional","affiliation":[{"name":"Shanghai Institute of Materia Medica, Chinese Academy of Sciences , , ,","place":["Zhongshan, China, 528400"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,18]]},"reference":[{"key":"2026090200191820900_cit1a","doi-asserted-by":"publisher","first-page":"7954","DOI":"10.1039\/C8CS00209F","article-title":"Gold-catalyzed glycosylation in the\nsynthesis of complex carbohydrate-containing natural products","volume":"47","author":"Li","year":"2018","journal-title":"Chem. 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