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Regioselective phthalation and succinylation of D ‐glucose and D ‐galactose using protecting groups: Conversion of the products to organotin derivatives
Author(s) -
Patel Atula,
Poller Robert C,
Rathbone Elner B
Publication year - 1987
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.590010406
Subject(s) - chemistry , succinic anhydride , succinylation , regioselectivity , phthalic anhydride , acylation , organic chemistry , galactose , protecting group , catalysis , biochemistry , amino acid , lysine , alkyl
1,2: 5,6‐Di‐ O ‐isopropylidene‐α‐ D ‐glucofuranose was acylated at the free 0‐3 position with phthalic and succinic anhydrides. Removal of the protecting groups gave the 3‐ O ‐acylglucopyranose compounds which were converted to their acetyl and organostannyl derivatives. A similar sequence of reactions was carried out with 1,2:3,4‐di‐ O ‐isopropylidene‐α‐ D ‐galactopyranose.