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ChemInform Abstract: Synthesis of Macrocyclic Polyhydroxy Tetralactams Derived from L-Tartaric Acid and β-Hydroxyglutaric Acid.

✍ Scribed by N. ARNAUD; C. PICARD; L. CAZAUX; P. TISNES


Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
29
Category
Article
ISSN
0931-7597

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Synthesis of Dioxolanylclavam from Tartaric Acid. -(2 + 2) Cycloaddition of the 3-O-vinyl ether (I) derived from tartaric acid to chlorosulfonyl isocyanate (II) gives the 4-alkoxyazetidinone ( III) with good diastereoselectivity. Cyclization provides the clavam ( IV) missing the C-3 carboxylic funct