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Updated: Apr 25, 2026

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Synthesis of octitols and the respective amino-derivatives from 'organo-aldols'
Katarzyna Łęczycka1, Bartosz Chaciak1, Maciej Cieplak1
1Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka, 44, 01-224 Warszawa, Poland.
Abstract:
Two diastereoisomeric keto-octoses, obtained in the reaction of 2,3:4,5-diacetone-D-arabinose with protected dihydroxyacetone catalyzed with L- or D-proline, were converted into octitols by stereoselective reduction of the carbonyl group with zinc borohydride and final deprotection. The study on the preparation of the respective amino-derivatives by reductive amination of these organo-adducts is presented; stereochemical aspects of these processes are discussed.
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