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Using a simple achiral organocatalyst and under mild conditions, this diastereoselective process resulted in the selective monoacylation of a wide array of 1,3-diols and anhydrides. This method was then successfully conducted on even more challenging unsymmetrical stereotriads, leading to a site-selective monoacylation. An experimental and theoretical mechanistic study was carried out to explain this high level of selectivity, resulting from a first highly selective catalyzed acylation in synergy with a second acylation of the minor monoester. As a consequence, this study demonstrated an unprecedented case of subtractive amplification by using an achiral catalyst.<\/jats:p>","DOI":"10.1021\/acs.joc.6c00712","type":"journal-article","created":{"date-parts":[[2026,7,22]],"date-time":"2026-07-22T16:22:02Z","timestamp":1784737322000},"page":"10384-10391","source":"Crossref","is-referenced-by-count":0,"title":["Organocatalyzed Diastereo- and Site-Selective Monoacylation\nof Acyclic Diarylpropanoid Stereotriads by Amplification Processes"],"prefix":"10.1021","volume":"91","author":[{"given":"Ibrahima","family":"Diallo","sequence":"first","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]},{"name":"University Cheikh Anta Diop , , ,","place":["Dakar, Se\u0301ne\u0301gal, 10700"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vincent","family":"Debrauwer","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xueyang","family":"Liu","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Titouan","family":"Desrues","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aboubacary","family":"Sene","sequence":"additional","affiliation":[{"name":"University Cheikh Anta Diop , , ,","place":["Dakar, Se\u0301ne\u0301gal, 10700"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mouhamadou","family":"Fofana","sequence":"additional","affiliation":[{"name":"University Cheikh Anta Diop , , ,","place":["Dakar, Se\u0301ne\u0301gal, 10700"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean-Marc","family":"Pons","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vale\u0301rie","family":"Monnier","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, FSCM , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3807-8375","authenticated-orcid":true,"given":"Laurence","family":"Charles","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, ICR , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5405-1848","authenticated-orcid":true,"given":"Ste\u0301phane","family":"Humbel","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julien","family":"Annibaletto","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0193-6524","authenticated-orcid":true,"given":"Adrien","family":"Quintard","sequence":"additional","affiliation":[{"name":"Aix Marseille Univ., CNRS, Centrale Med, iSm2 , ,","place":["Marseille, France, 13397"]},{"name":"Univ. 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