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Synthesis of optically active 1,3-dimethylallantoins via (−)-menthyl ethers of their bicyclic tautomers

✍ Scribed by Nevenka Modrić; A.F. Drake; M. Poje

Book ID: 104233014
Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 256 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80571-2

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✦ Synopsis

Availability of both diastereomers of I-(-)-menthoxy-2,4-dimethyl-3,7-dioxo-2,4,6,8-tetraazabicycloC3.3.Oloctane(S) through decarboxylative rearrangement of 5-(-)-menthoxy-1,3dimethyl-isouric acid (1) allowed the access to both enantiomers of 1,3-dimethylallantoin (6); circular dichroism spectra of the related homologues (-)-6a and (-)-allantoin proved their corresponding R-configurations.

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