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A short synthesis of (1S,2R)- and (1R,2R)-[1-2H]-glycerols

✍ Scribed by Jens Nieschalk; David O'Hagan

Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 350 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(97)00219-x

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✦ Synopsis

A straightforward three step route to (1S,2R)-and (1R,2R)-[2H]-glycerols la and lb is reported. The key asymmetric step involves an AD-mix-l~ dihydroxylation on deuterium labelled Z-and E-allyl benzoates 4a and 4b. The route should facilitate the use of [2H]-glycerols la-ld in high enantiomeric purity (95%ee) in biosynthesis investigations.

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