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Synthesis 2008(18): 2933-2938  
DOI: 10.1055/s-2008-1067219
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

The Stereoselective Synthesis of the C6-C18 Fragment of Scytophycin C Employing a Novel Synthetic Methodology

Jhillu S. Yadav*, V. Sunitha, Basi V. Subba Reddy, E. Gyanchander
Division of Organic Chemistry-I, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160512; e-Mail: yadavpub@iict.res.in;
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Publication History

Received 13 May 2008
Publication Date:
11 August 2008 (online)

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Abstract

A novel synthetic approach towards the stereoselective synthesis of the C6-C18 fragment of the biologically active anti­tumor agent scytophycin C is described. The synthesis involves Marouka­ allylation, base-catalyzed intramolecular conjugate addition, Wittig olefination, and a tandem allylation.

Key words

scytophycin - allylation - olefination - trans-2,6-disubstituted dihydropyran

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5

Scytophycins isolated from other species of Scytonema and Cylindrospermum musicola see: refs. 3b and 3c.