Volume 28, Issue 13
Natural Products
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ChemInform Abstract: Total Synthesis of Isodeoxypodophyllotoxin Using the Me3Sn Radical Initiated Carbocyclization.

S. HANESSIAN

S. HANESSIAN

Dep. Chem., Univ. Montreal, Montreal, Que. H3C 3J7, Can.

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S. NINKOVIC

S. NINKOVIC

Dep. Chem., Univ. Montreal, Montreal, Que. H3C 3J7, Can.

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First published: 04 August 2010

Abstract

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ChemInform Abstract

The synthesis of the racemic title compound (XV) uses a trimethylstannyl radical addition to a dienic system for the construction of the lactone portion of the podophylotoxin framework as the key step. Both alcohols (VII) and (VIII) afford the desired product by intramolecular Friedel-Crafts reaction.

chemical structure image

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