80735-00-8Relevant articles and documents
Functionalised Carbocycles from Carbohydrates. Part 3. The Synthesis of the Epoxy Lactone Prostaglandin Intermediate via an Isoxazolidine Derivative. X-Ray Crystal Structure of (1R,5R)-6-exo,7-endo-Dibenzoyloxy-8-exo-iodo-3-oxo-2-oxabicyclooctane
Ferrier, Robert J.,Prasit, Petpiboon,Gainsford, Graeme J.
, p. 1629 - 1634 (2007/10/02)
The bicyclic isoxazolidine 6,7-dibenzoyloxy-N-methyl-8-tosyloxy-3-oxa-2-azabicyclooctane (1), which is easily obtained from a readily available D-glucose derivative, has been converted into the epoxy lactone 8-oxo-3,7-dioxatricyclo2,4>nonane (13), via a series of cyclopentane derivatives, in ten steps.Since the product (13) can be used to prepare prostaglandins this sequence represents a new route to these compounds in their enantiomerically pure natural form.
NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 15. EPOXIDATION OF OLEFINS WITH DIETHYL PHOSPHOROCYANIDATE (DEPC) AND HYDROGEN PEROXIDE
Mizuno, Akira,Hamada, Yasumasa,Shioiri, Takayuki
, p. 1774 - 1776 (2007/10/02)
A mixture of diethyl phosphorocyanidate (DEPC) and hydrogen peroxide in the presence of 2-hydroxypyridine or 1,2,4-triazole functions as an epoxidizing agent for olefins.Keywords: diethyl phosphorocyanidate; hydrogen peroxide; epoxidation; 2-hydroxypyridine; 1,2,4-triazole; peroxyphosphoric acid