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In previous mixed-solvent methods, it was necessary to add methanol dropwise to NaBH4 to suppress the formation of inactive species. In contrast, the present method enables the all-at-once addition of 2-ME. The most plausible active species is likely to be NaBH(OCH2CH2OCH3)3, and its reducing ability was assessed by DFT calculations.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01934","type":"journal-article","created":{"date-parts":[[2026,10,20]],"date-time":"2026-10-20T07:01:14Z","timestamp":1792479674000},"page":"14516-14521","source":"Crossref","is-referenced-by-count":0,"title":["Sodium Borohydride Reduction of Esters in Toluene Using the All-at-Once Addition Method with an Alcohol Activator"],"prefix":"10.1021","volume":"91","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9156-536X","authenticated-orcid":true,"given":"Toshinobu","family":"Korenaga","sequence":"first","affiliation":[{"name":"Iwate University , , 4-3-5 Ueda , , ,","place":["Morioka, Iwate, Japan, 020-8551"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Reito","family":"Endo","sequence":"additional","affiliation":[{"name":"Iwate University , , 4-3-5 Ueda , , ,","place":["Morioka, Iwate, Japan, 020-8551"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mayu","family":"Ishida","sequence":"additional","affiliation":[{"name":"Iwate University , , 4-3-5 Ueda , , ,","place":["Morioka, Iwate, Japan, 020-8551"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mizuki","family":"Nakagawa","sequence":"additional","affiliation":[{"name":"Iwate University , , 4-3-5 Ueda , , ,","place":["Morioka, Iwate, Japan, 020-8551"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuto","family":"Honma","sequence":"additional","affiliation":[{"name":"Iwate University , , 4-3-5 Ueda , , ,","place":["Morioka, Iwate, Japan, 020-8551"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,10,20]]},"reference":[{"issue":"2","key":"2026103005065734000_cit1","doi-asserted-by":"publisher","first-page":"162","DOI":"10.1021\/acs.chas.3c00102","article-title":"A Safety Guidance Document for Lithium Aluminum Hydride (LAH) Reduction: A Resource for Developing Specific SOPs on LAH Manipulations","volume":"31","author":"Chandra","year":"2024","journal-title":"ACS Chem. 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