The Wohl degradation, shown in Fig. P24.51, can be used to convert an aldose into another aldose

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The Wohl degradation, shown in Fig. P24.51, can be used to convert an aldose into another aldose with one fewer carbon. Give the structure of the missing compounds as well as the curved-arrow mechanisms for the conversion of B to C and C to arabinose.H- - H H CH O -OH -H -OH -OH CHOH Figure P24.51 NHOH A an oxime excess Ac0 B C18H25O12N H- AcO- H- H- Na+ ACO

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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