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Generation and regioselective reactions of α,α-bis(silyl)-substituted allylcopper reagents—synthesis of 1,1-disilylalkenes

✍ Scribed by Junichi Kondo; Atsushi Inoue; Hiroshi Shinokubo; Koichiro Oshima


Book ID
104250683
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
64 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


Treatment of chlorobis(methyldiphenylsilyl)methyllithium with vinylic Grignard reagents and CuCN•2LiCl afforded a,a-bis(silyl)-substituted allylic copper species. The reactions of the reagents with electrophiles provided a variety of 1,1-disilylalkenes.


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Generation and diels-alder reactions of
✍ Gordon W. Gribble; Edward J. Holubowitch; Michael C. Venuti 📂 Article 📅 1977 🏛 Elsevier Science 🌐 French ⚖ 193 KB

In 1959 Cava reported' that a,a'-dibromo-c-quinodimethane (z), generated by treatment of a,a,a',a'-tetrabromo-o-xylene (1) with NaI in warm DMF, --could be trapped by dienophiles to give 2,3-disubstituted naphthalenes. Cava's scheme is shown below with &phenylmaleimide as the trapping agent.