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Regioisomers in Vorbrüggen''s guanine nucleoside synthesis; N9 selectivity with a glucosamine derivative and 2-N-acetyl-6-O-diphenylcarbamoylguanine
Authors:Minghong Zhong  Morris J. Robins  
Affiliation:

aDepartment of Chemistry and Biochemistry, Brigham Young University, Provo, UT 84602-5700, USA

Abstract:Vorbrüggen coupling of trimethylsilylated 2-N-acetylguanine with pentofuranose derivatives gives N7/N9 glycosyl mixtures. The N9 isomers can be obtained selectively with 2-N-acetyl-6-O-diphenylcarbamoylguanine, and even with a less reactive glucosamine derivative.
Keywords:guanine N9/N7 selectivity   glucosylamine–guanine nucleoside   Vorbrüggen coupling
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