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A stereoselective synthesis of tri-substituted alkenes. The nickel-catalysed coupling of Grignard reagents with 6-alkyl-3,4-dihydro-2H-pyrans.

✍ Scribed by Philip Kocieński; Nicholas J. Dixon; Sjoerd Wadman

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
204 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

The nickel-catalysed coupling of certain Grignard reagents with 6-alkyd-3,4dihydro-2H-pyrans is highly stereoselective and gives tri-substituted alkenes with retention of configuration. The method was app/ied to the synthesis of (E)-3-Acetoxy-7methyl-6-nonene, the aggregation phermone of the square-necked grain beetle.

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