Volume 26, Issue 19
Natural Products
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ChemInform Abstract: Diastereoface Selectivity in Radical-Mediated C-C Bond Formation of Uridine 5′-Monoselenoacetals.

K. HARAGUCHI

K. HARAGUCHI

Sch. Pharm. Sci., Showa Univ., Shinagawa, Tokyo 142, Japan

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H. TANAKA

H. TANAKA

Sch. Pharm. Sci., Showa Univ., Shinagawa, Tokyo 142, Japan

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S. SAITO

S. SAITO

Sch. Pharm. Sci., Showa Univ., Shinagawa, Tokyo 142, Japan

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K. YAMAGUCHI

K. YAMAGUCHI

Sch. Pharm. Sci., Showa Univ., Shinagawa, Tokyo 142, Japan

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T. MIYASAKA

T. MIYASAKA

Sch. Pharm. Sci., Showa Univ., Shinagawa, Tokyo 142, Japan

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First published: May 9, 1995

Abstract

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ChemInform Abstract

The intramolecular radical reaction of uridine-5′-monoselenoacetal (I) is shown not to follow Cram′s rule. Intermolecular versions of this reaction type are studied to demonstrate that both steric and electronic effects of the substituent of the oxygen determine a diastereoface selectivity (mechanism).

chemical structure image

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