✦ LIBER ✦

Synthesis of Deoxyhexoses from Divinylglycols—The Synthesis of D- and L-Chalcose

✍ Scribed by Dipl.-Chem. Ulrike Küfner; Prof. Dr. Richard R. Schmidt

Book ID: 101552809
Publisher: John Wiley and Sons
Year: 1986
Tongue: English
Weight: 129 KB
Volume: 25
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.198600891

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✦ Synopsis

7] a ) Satiafdctory elemental analyses were obtained for D -3 to 0-6 [Route The threo-dipropenylglycol DL-I, which is obtained by (a)] and I ) -/ L -~ [Route (b)]; b) due to difficulties in purification of such reductive dimerization of crotonaldehvde["l and simDle compounds and uncertainties in the polarometric determinations of their enantiomer ratios, the specific rotations of the triols (viscous oils) must be taken as approximate values; cf. discussion by V. Schurig, Kontakte (Darmstadt) 1985 ( I ) 54.

[S] G. B. Payne, J. Org. Chem. 27 (1962) 3819.

[9] A related approach based on divinylglycol was devised by Prof. Dr. R . R . Schmidt (see U. Kufner, R. R. Schmidt, Angew. Chern. 98 (1986) 90, Angew. Chem. Int. Ed. Engl. 25 (1986) 89. We thank Prof. Schmidt for informing us about their results prior to publication and for discussions.

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