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J Am Chem Soc. 2006 Dec 6;128(48):15358-9.

Template-directed one-step synthesis of cyclic trimers by ADMET.

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  • 1The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, California Institute of Technology, 1200 East California Boulevard, Pasadena, California 91125, USA.

Abstract

A trifurcated template, containing three secondary dialkylammonium ion recognition sites for encirclement by a dibenzo [24]crown-8-containing acyclic diene, is used to promote acyclic diene metatheses (ADMET) catalyzed by ruthenium-alkylidene complexes, affording a cyclic trimer in 55% yield. Following this one-step, threefold ADMET reaction, the resulting cyclic trimer was isolated by preparative HPLC and characterized by NMR spectroscopy and mass spectrometry.

PMID:
17131986
DOI:
10.1021/ja065572j
[PubMed - indexed for MEDLINE]
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