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Highly Stereoselective Approach to Alk-2-yne-1,4-diols by Oxazaborolidine-Mediated Reduction of Alk-2-yne-1,4-diones †

✍ Scribed by Ariza, Xavier; Bach, Jordi; Berenguer, Ramon; Farràs, Jaume; Fontes, Montserrat; Garcia, Jordi; López, Marta; Ortiz, Jordi


Book ID
127094992
Publisher
American Chemical Society
Year
2004
Tongue
English
Weight
129 KB
Volume
69
Category
Article
ISSN
0022-3263

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Stereoselective approach to alk-2-yne-1,
✍ Marta Amador; Xavier Ariza; Jordi Garcia; Jordi Ortiz 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 130 KB

An expedient method for the stereoselective preparation of alk-2-yne-1,4-diols has been achieved, based on the addition of chiral alk-1-yn-3-ols (or their protected derivatives) to aldehydes mediated by zinc triflate, Et 3 N, and (+)-or (-)-Nmethylephedrine. In general, the configuration observed at