Method of preparing levoglucosenone

Details Method of preparing levoglucosenone Method of preparing levoglucosenone

1990-09-06

1991-08-20

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549386, C07D31194

Patent

active

050415662

ABSTRACT:
Levoglucosenone is prepared by reaction sequence using 1,6-anhydro-.beta.-D-galactopyranose as a starting material. First, the starting material is reacted with ortho formate, obtaining an ortho ester of said starting material. Then, the ortho ester is placed under the conditions for a reductive elimination reaction of the ortho formate part of said ortho ester, thereby converting said ortho ester to a 1,6-anhydro-3,4-dideoxy derivative. The dideoxy derivative is placed under the conditions for oxidation of the hydroxy group of said dideoxy derivative, thereby forming levoglucosenone.

REFERENCES:
patent: 3926947 (1975-12-01), Lipoka

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