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Stereocontrolled cyclization at the anomeric position of 6-(hydroxyalkyl)uridines using hypoiodite reaction.

作者信息

Kittaka A, Tanaka H, Kato H, Asakura T, Nakamura K T, Miyasaka T

机构信息

School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.

出版信息

Nucleic Acids Symp Ser. 1997(37):57-8.

PMID:9585997
Abstract

Hypoiodite reaction of 6-(hydroxyalkyl)-2',3'-O-isopropylideneuridines (1-3) was found to yield a new class of spiro nucleosides having an anomeric orthoester structure. It appeared that the 6-hydroxyalkyl substituent and the 2',3'-O-isopropylidene group are working cooperatively to control the anomeric stereochemistry (beta/alpha = 35/1-2/1) of the cyclization.

摘要

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