Volume 27, Issue 18
Natural Products
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ChemInform Abstract: Synthesis of a Building Block for a Nucleic-Acid Analogue with a Chiral, Flexible Peptide Backbone.

D. SAVITHRI

D. SAVITHRI

Inst. Org. Chem., Univ., CH-3012 Bern, Switz.

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C. LEUMANN

C. LEUMANN

Inst. Org. Chem., Univ., CH-3012 Bern, Switz.

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R. SCHEFFOLD

R. SCHEFFOLD

Inst. Org. Chem., Univ., CH-3012 Bern, Switz.

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First published: April 30, 1996

Abstract

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ChemInform Abstract

The enantiomerically pure precursor (XI) of chiral and flexible nucleic acid analogues is synthesized in 9 steps starting from the L- serine derivative (I). Key steps are the vitamin B12a-catalyzed addition of (S)-(II) to (III) and the homologation of the free acid of (IV) into (VIII) by the Arndt-Eistert method.

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