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Thermal rearrangement of some 3-alkyl-2-aryltetrahydro-1,3-oxazine N-oxides. Synthesis of 2-alkyl-7-aryltetrahydro-1,6,2-dioxazepines

✍ Scribed by Martine Le Lann; Shahrokh Saba; Massud Shoja

Book ID
111901441
Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
325 KB
Volume
28
Category
Article
ISSN
0022-152X

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Asymmetric oxidation of 3-alkyl-1,2-cycl
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✍ Anne Paju; TΓ΅nis Kanger; TΓ΅nis Pehk; Rasmus Lindmaa; Aleksander-Mati MΓΌΓΌrisepp; πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 English βš– 308 KB

Ti(OiPr) 4 /diethyl tartrate/tBuOOH system oxidizes 3-alkyl-1,2-cyclopentanediones resulting in hydroxylated ring cleavage products 2-alkyl-g-lactone acids, in high enantioselectivity ( 95% ee) and satisfactory isolated yields (up to 55%).