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Collision-induced decompositions of metal-cationized methyl-6-deoxy-6-bromo-α-D-glucopyranoside derivatives

✍ Scribed by K. P. Madhusudanan; T. S. Dhami; S. Katiyar; S. N. Suryawanshi

Publisher: John Wiley and Sons
Year: 1994
Tongue: English
Weight: 541 KB
Volume: 29
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210290305

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✦ Synopsis

ions of some methyl-6-deoxy-6-bromo-a-D-glucopyranoside derivatives are discussed. Elimination of MeOH resulting in the glycosidyl cation is the predominant reaction of the [ M + HI+ ion. This process is completely suppressed during CID of the metal-cationized species, which, surprisingly, show elimination of the added metal in the form of RC00-metal and metal bromide in the case of the ester derivatives. These reactions appear to be assisted by neighbouring group participation. Because of the proximity of the C(3)-oxygen with C(6), the benzyl ether derivative is characterized by the loss of PhCH,Br from the IM + metal] + ion.

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