Preparation of aromatic farnesol analogues via a Cu(I)-mediated Grignard coupling of THP ethers

Tetrahedron Letters

Volumn 39, Issue 8, 1998, Pages 783-786

  Mechelke, Mark F ^a   Wiemer, David F ^a  

^a E11 SSH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; AROMATIC FARNESOL ANALOG; ETHER DERIVATIVE; FARNESOL; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG SYNTHESIS; HYDROLYSIS; METHODOLOGY; NONHUMAN; OXIDATION; POSITION; UNITED STATES;

EID: 0032546062     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10610-4     Document Type: Article

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24. 22. In a typical procedure, the aryl bromide (6 eq) was treated with Mg turnings in THF at reflux to generate the Grignard reagent, and the reaction mixture was allowed to cool to ∼40° C. The CuI (1.5 eq) was added in one portion, followed by addition of the THP ether. The resulting mixture was heated to ∼50° C until the reaction was complete by TLC analysis, generally 2-4 h.