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Synlett 2011(20): 3002-3004  
DOI: 10.1055/s-0031-1289898
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of the C1-C13 Fragment of Biselyngbyaside

Pramod Sawant, Martin E. Maier*
Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany
Fax: +49(7071)295137; e-Mail: martin.e.maier@uni-tuebingen.de;
Further Information

Publication History

Received 16 September 2011
Publication Date:
23 November 2011 (online)

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Abstract

An advanced intermediate vinyl iodide corresponding to the C1-C13 fragment of the macrolide biselyngbyaside was prepared by a cross-metathesis reaction between vinyl alcohol and ­alkene building blocks. The latter fragment, containing two stereocenters, was obtained by employing an asymmetric alkylation, a Wittig reaction, a hydrozirconation, and a Brown allylation as key steps.

Key words

natural products - Brown allylation - cross-metathesis - 1,5-diols - hydrozirconation

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