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Synthesis of disodium prephenate and disodium epiprephenate. Stereochemistry of prephenic acid and an observation on the base-catalyzed rearrangement of prephenic acid to p-hydroxyphenyllactic acid

✍ Scribed by Danishefsky, Samuel; Hirama, Masahiro; Fritsch, Nancy; Clardy, Jon

Book ID: 127127297
Publisher: American Chemical Society
Year: 1979
Tongue: English
Weight: 758 KB
Volume: 101
Category: Article
ISSN: 0002-7863
DOI: 10.1021/ja00517a039

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The base catalyzed conversion of prephen

The base catalyzed conversion of prephenate to p-hydroxyphenyllactic acid

✍ Samuel Danishefsky; Masahiro Hirama 📂 Article 📅 1977 🏛 Elsevier Science 🌐 French ⚖ 158 KB

The conversion of the prephenate system (cf disodium salt, 1) to phenylpyruvic acid (i) by acid catalyzed decarboxylation-dehydration is well known.' Indeed, the rapidity of this