Convenient Synthesis of Allylic Sulfides and Application to Allylic Carbon-Carbon Bond Formation

Allylic sulfides were synthesized from allylic alcohols 1 using S, S'-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate (2) by means of a single-step reaction. The allylic sulfides were coupled with a Grignard reagent or carbanion in the presence of a catalytic amount of copper(I) bromide or palla...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1990/09/25, Vol.38(9), pp.2357-2363
Hauptverfasser: TSUBOYAMA, Kanoko, TAKEDA, Kazuyoshi, TORII, Katsumi, OGURA, Haruo
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Sprache:eng
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Zusammenfassung:Allylic sulfides were synthesized from allylic alcohols 1 using S, S'-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate (2) by means of a single-step reaction. The allylic sulfides were coupled with a Grignard reagent or carbanion in the presence of a catalytic amount of copper(I) bromide or palladium(0).
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.38.2357