Controlled Rearrangement of 2,3-Dilithio-1,3-butadienes to 2,5-Dilithio-1,3-butadienes: Synthesis of 2-Isopropylidene-2,5-dihydrosilols

✍ Scribed by Adalbert Maercker; H. Wunderlich; Ulrich Girreser

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 340 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199805)1998:5<793::aid-ejoc793>3.0.co;2-3

✦ Synopsis

Dilithio-2,5-dimethyl-2,4-hexadiene (4a)

rearranges to the cross-conjugated 2,5-dimethylhexadienediyl dianion 11a. A mechanistic investigation proves the intermolecularity of this rearrangement, which is also observed when starting from 4b. The 3-lithio-2,5-dimethylhexadienyl anion 10a with