Synthesis 2007(15): 2313-2316  
DOI: 10.1055/s-2007-966069
PAPER
© Georg Thieme Verlag Stuttgart · New York

Transition-Metal-Based Synthesis of Dendralenes

Sangho Park, Daesung Lee*
Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA
Fax: +1(608)2654534; e-Mail: dlee@chem.wisc.edu;
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Publikationsverlauf

Received 20 March 2007
Publikationsdatum:
11. Mai 2007 (online)

Abstract

The consecutive ring-closing enyne metathesis of allyl­silyl propargyl ethers with Grubbs’ ruthenium-alkylidene catalyst, followed by rhenium oxide mediated 1,4-elimination of the Si-O moiety from the siloxenes, provides [3]- and [4]dendralenes in good yields.

13

The stereochemistry of 8a and 8b was assigned in analogy to that of 3g.