Volume 26, Issue 6
Natural Products
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ChemInform Abstract: An Enantioselective Synthesis of N-Methylfucosamine via Tandem C-C/C-O Bond Formation.

D. SAMES

D. SAMES

Dep. Chem., Univ. Ariz., Tucson, AZ 85721, USA

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R. POLT

R. POLT

Dep. Chem., Univ. Ariz., Tucson, AZ 85721, USA

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First published: February 7, 1995

Abstract

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ChemInform Abstract

The immediate precursor of the title compound (XI) is obtained as a mixture of pyranose and furanose anomers (IX) and (X). The de novo synthesis of N-methylfucosamine, a fragment of neocarzinostatin, from the O′Donnell′s Schiff base (I) in 13% overall yield is more efficient than a previous one and begins with readily available starting materials.

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