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Dianion derivatives of methyl- and isopropyl-2.4-pentadienedithioate as d5-reagents

✍ Scribed by Manat Pohmakotr; Dieter Seebach


Book ID
104244780
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
166 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis


No. 24 communication demonstrates that the Li/K-dithioate 2 corresponds to the d5-synthons 2) 1'9 i", and 4"' , Addition of carbon disulfide to homoallyl Grignard reagent and alkylation of the resulting dithioate with iodomethane or 2-iodopropane (in the presence of HMPT) furnishes the dithioesters 2 in better than 80% yield 4) . As with Y.&unsaturated ketones 3d),treatment of 5 first = with potassium hydride (O"-20Β°C) and then with sec_butyllithium/2 TMEDA (-78'C) in THF generates Li/K-derivatives of dianions: in as orange suspension, 4i as red-brown solution. Both w 1. CS2/THF 2 equi;.


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