D-Epoxone

• Catalog No.: L18989
• CAS Number: 18422-53-2
• M. F.: C12H18O6
• M. W.: 258.26772
• Purity: 98%

SYNONYMS

• Title: D-1,2:4,5-二邻异丙二烯-B-D-红-2,3-己基
• IUPAC name: (3aR,6S,7aR)-2,2,5',5'-tetramethyl-tetrahydro-2H-spiro[[1,3]dioxolo[4,5-c]pyran-6,2'-[1,4]dioxolane]-7-one
• IUPAC Traditional name: (3aR,6S,7aR)-2,2,5',5'-tetramethyl-dihydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-6,2'-[1,4]dioxolane]-7-one
• Synonyms: 1,2:4,5-Di-O-isopropylidene-beta-D-erythro-2,3-hexodiulo-2,6-pyranose

DATABASE IDS

• EC Number: 000-000-0
• MDL Number: MFCD00063383
• CAS Number: 18422-53-2
• Beilstein Number: 1319073

PROPERTIES

• Purity: 98%
• Melting Point: 101-103°C
• TSCA Listed: 否

REFERENCES

• Developed by Shi's group for the enantioselective epoxidation of alkenes. Used in substoichiometric amounts in the presence of Oxone^TM or hydrogen peroxide, a chiral dioxirane is formed which converts trans-disubstituted and trisubstituted alkenes to epoxides with high ee: J. Am. Chem. Soc., 119, 11224 (1997); Tetrahedron Lett., 40, 8721 (1999). Selective monoepoxidation of dienes: J. Org. Chem., 63, 2948 (1998), or enynes: Tetrahedron Lett., 39, 4425 (1998), can be achieved. Has also been applied to the kinetic resolution of racemic cyclic olefins: J. Am. Chem. Soc., 121, 7718 (1999).