
Carbohydrate Research p. 303 - 314 (1982)
Update date:2022-08-04
Topics:
Shafizadeh, Fred
Furneaux, Richard H.
Pang, David
Stevenson, Thomas T.
Heating levoglucosenone in aqueous triethylamine gives a dimer and two trimers in yields of 8, 18, and 56percent, respectively.These compounds have been isolated crystalline, and their structures and stereochemistry have been investigated by (13)C- and (1)H-n.m.r. and other spectroscopic methods.These data indicate that the dimer is apparently formed by Michael addition to provide a C-3-C-4-linked, cyclic trimer and an olefinic, cyclic trimer containing two C-3-C-4 linkages and one C-2-C-3 linkage.
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(1982)