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Stereospecific Olefin Synthesis via Lithium Vinylcuprates
Author(s) -
Näf F.,
Degen P.
Publication year - 1971
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19710540722
Subject(s) - chemistry , stereospecificity , alkyl , lithium (medication) , halide , reagent , ether , conjugate , tetrahydrofuran , double bond , olefin fiber , medicinal chemistry , stereochemistry , organic chemistry , catalysis , medicine , mathematical analysis , mathematics , solvent , endocrinology
The conjugate addition of cis ‐ or trans ‐1‐alkenyl‐cuprolithium complexes (RCHCH) 2 CuLi · X n R alkyl, X ligands such as ether, tetrahydrofuran, (CH 3 O) 3 P and ( n ‐Bu) 3 P. Physical studies to determine the structure of these copper reagents are in progress, see footnote 20 of reference [1]. to α, β‐unsaturated carbonyl compounds was found to occur with high retention of double bond geometry, affording isomerically pure cis ‐ or trans ‐γ, δ‐ethylenic carbonyl compounds. The same 1‐alkenylcuprates also react stereospecifically with alkyl halides to give isomerically pure cis ‐ or trans ‐olefins.