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Synthesis 2009(13): 2146-2154  
DOI: 10.1055/s-0029-1216842
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient and General Preparation of Pyranostilbenes: First Total Synthesis of Artocarbene and Pawhuskin B

Byung Ho Parka, Yong Rok Lee*a, Won Seok Lyoob
a School of Chemical Engineering and Technology, Yeungnam University, Gyeongsan 712-749, Korea
b School of Textiles, Yeungnam University, Gyeongsan 712-749, Korea
Further Information

Publication History

Received 14 January 2009
Publication Date:
25 May 2009 (online)

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Abstract

An efficient and general synthesis providing pyranostilbenes in moderate yields has been developed. It consists of the reaction of pinosylvin with the appropriate α,β-unsaturated aldehyde catalyzed by ethylenediamine diacetate. As an application of this methodology, biologically active natural products artocarbene and pawhuskin B were synthesized by a convergent sequence from commercially available aldehydes.

Key words

heterocycles - alkenes - phenols - artocarbene - pawhuskin B

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