Stereoselektive Hydrid??Reduktion von Tetronsäurederivaten. Synthese verzweigtkettiger Tetrofuranosen
H Wyss, U Vögeli, R Scheffold
Index: Wyss, Heinz; Voegeli, Ulrich; Scheffold, Rolf Helvetica Chimica Acta, 1981 , vol. 64, # 3 p. 775 - 786
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Citation Number: 7
Abstract
Summary The 3-methoxymethyl derivatives of 2-methyl-~, L-threofuranose (10a) and 2- deoxy-2-methyl-~, L-erythrofuranose (1 1 a) are prepared starting from 2-methyltetronic acid (1). The key step is the stereoselective reduction of the 3-0x0-function of 2-chloro-2-methyl-3- oxo-y-butyrolacton (2) by sodiumborohydride, which proceeds predominantly anti with respect to the C, C1-bond. The configuration of the reduction products has been ...
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