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Synthesis of chiral, nonracemic α-sulfanylphosphonates and derivatives

✍ Scribed by Mihaela Gulea; Friedrich Hammerschmidt; Patrice Marchand; Serge Masson; Violeta Pisljagic; Frank Wuggenig

Book ID
104359857
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
165 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis

Optically active a-sulfanylphosphonates and the corresponding methyl sulfides were prepared in three steps starting from chiral, nonracemic (ee 93-97%) a-hydroxyphosphonates obtained by enzymatic resolution. Reaction conditions for the reduction of racemisation-prone substrates were found to preserve the enantiomeric excesses.

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Synthesis of chiral, nonracemic methylen
Synthesis of chiral, nonracemic methyleneaziridines derived from β-amino alcohols
✍ Julie Ince; Tracey M. Ross; Michael Shipman; David S. Ennis 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 626 KB

An efficient three step process for the synthesis of chiral, nonracemic methyleneaziridines derived from homochiral [3-amino alcohols is described. Methyleneaziridines 4a-e produced using this chemistry have been shown to possess high enantiomeric purities (>\_ 95%ee).