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

A Cu(I)-mediated reaction of aromatic Grignard reagents with allylic tetrahydropyranyl ethers results in formation of the coupled products in good yields. This methodology allows facile synthetic manipulation of compounds with two reactive allylic positions. Allylic tetrahydropyranyl (THce:simple-pa...

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Published inTetrahedron letters Vol. 39; no. 8; pp. 783 - 786
Main Authors Mechelke, Mark F., Wiemer, David F.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 19.02.1998
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PROTEIN TRANSFERASE
TRANSFORMATION
INHIBITORS
MURINE SARCOMA-VIRUS
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Summary:A Cu(I)-mediated reaction of aromatic Grignard reagents with allylic tetrahydropyranyl ethers results in formation of the coupled products in good yields. This methodology allows facile synthetic manipulation of compounds with two reactive allylic positions. Allylic tetrahydropyranyl (THce:simple-para) ethers undergo facile reaction with aryl Grignard reagents in a Cu(I)-mediated coupling. [Display omitted]
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)10610-4