ENANTIOSPECIFIC SYNTHESES OF (3S,4R)-DIASTEREOISOMER AND (3S,4R,7S)-DIASTEREOISOMER OF GONIOFUFURONE

Authors
SHING TKM TSUI HC
Citation
Tkm. Shing et Hc. Tsui, ENANTIOSPECIFIC SYNTHESES OF (3S,4R)-DIASTEREOISOMER AND (3S,4R,7S)-DIASTEREOISOMER OF GONIOFUFURONE, Tetrahedron : asymmetry, 5(7), 1994, pp. 1269-1274
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
7
Year of publication
1994
Pages
1269 - 1274
Database
ISI
SICI code
0957-4166(1994)5:7<1269:ESO(A(>2.0.ZU;2-O
Abstract
D-Mannose has been converted by six sequential reactions (acetonation, Wittig-intramolecular Michael reaction, selective deacetonation, glyc ol cleavage oxidation and Grignard reaction) into the methyl esters 9 and 10 which underwent a de-isopropylidenation reaction with concommit ant lactonisation to give the (3S,4R)- and (3S,4R,7S)-diastereoisomers of goniofufurone 1 and 2.