Carbon-Carbon Bond Formation by Selective Coupling of Alkylthioallylcopper Reagent with Allylic Halides

K Oshima, H Yamamoto, H Nozaki

Index: Oshima,K. et al. Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 1567 - 1571

Full Text: HTML

Citation Number: 32

Abstract

The reaction of 1-alkylthioallylcopper reagents with allylic halides affords the SN 2′ type substitution product in excellent yield. The more synthetically useful reagent, 1, 3-bis (methylthio) allylcopper reagent behaves in the same fashion. Attempts to hydrolyze the vinyl sulfide moiety to an aldehyde unit is successful only in the latter case. Yomogi alcohol is synthesized stereospecifically in the light of these results.

Related Articles:

Regional convergence in the reaction of heterosubstituted allylic carbanions via allylic aluminum and boron ate complexes

[Yamamoto, Yoshinori; Yatagai, Hidetaka; Saito, Yoshikazu; Maruyama, Kazuhiro Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1096 - 1104]

Prototropic isomerisation of unsaturated sulfides, sulfoxides and sulfones

[Svata,V. et al. Collection of Czechoslovak Chemical Communications, 1978 , vol. 43, p. 2619 - 2634]

Prototropic isomerisation of unsaturated sulfides, sulfoxides and sulfones

[Svata,V. et al. Collection of Czechoslovak Chemical Communications, 1978 , vol. 43, p. 2619 - 2634]

More Articles...