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Angew Chem Int Ed Engl. 2000 Jan;39(2):372-374. doi: 10.1002/(sici)1521-3773(20000117)39:2<372::aid-anie372>3.0.co;2-y.

Synthesis of Polycyclic Ethers by Two-Directional Double Ring-Closing Metathesis.

Angewandte Chemie (International ed. in English)

Clark, Hamelin

Affiliations

  1. School of Chemistry University of Nottingham University Park, Nottingham NG7 2RD (UK).

PMID: 10649414 DOI: 10.1002/(sici)1521-3773(20000117)39:2<372::aid-anie372>3.0.co;2-y

Abstract

trans-Fused tricyclic ethers containing combinations of six-, seven-, eight-, and nine-membered rings are constructed using two-directional double ring-closing metathesis reactions (see scheme). Such double cyclizations of precursors bearing alkenes, allylic ethers, enol ethers, or alkynyl ethers offer a new strategy for the synthesis of brevetoxins and ciguatoxins. PMB=(p-MeOC(6)H(4)CH(2)).

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