221016-23-5Relevant academic research and scientific papers
The stereochemistry of a retro-carbolithiation reaction
Hoffmann, Reinhard W.,Koberstein, Ralf
, p. 33 - 34 (1999)
Ring-opening of the cyclopropylmethyl lithium compound 7 to give the α-duryl thio-substituted alkyllithium compound 8 proceeds in a stereochemically defined manner at the lithium-bearing stereocentre.
Chiral organometallic reagents. Part XXV. The stereochemistry of the ring opening of cyclopropylallyllithium compounds
Hoffmann, Reinhard W.,Koberstein, Ralf
, p. 595 - 602 (2007/10/03)
The ring opening of the cyclopropylallylithium compounds 19 and 34 to give the α-durylhomoallyllithium compounds 20 has been shown to proceed at -107°C with ≥90% of stereochemical purity. The resulting α-durylthioalkyllithium compounds are configurationally stable at that temperature. They racemize at -78°C with a half life of 90 min.
