5004-79-5Relevant academic research and scientific papers
Preparation of stereodefined secondary alkyllithium compounds
Seel, Stephanie,Dagousset, Guillaume,Thaler, Tobias,Frischmuth, Annette,Karaghiosoff, Konstantin,Zipse, Hendrik,Knochel, Paul
, p. 4614 - 4622 (2013/05/08)
We have developed a practical stereoretentive iodine/lithium-exchange process that allows the stereodefined preparation of cis- and trans-cycloalkyllithium compounds from their corresponding stereodefined iodides. Quenching with electrophiles offers stere
Metalation of 1,3-Dithiolanes. Mercaptan Synthesis and Carbonyl Transposition
Wilson, Stephen R.,Georgiadis, Gregory M.,Khatri, Hiralal N.,Bartmess, John E.
, p. 3577 - 3583 (2007/10/02)
The reaction of 1,3-dithiolanes with n-butyllithium results in fragmentation to the corresponding thiocarbonyl compound followed by furhter reaction with n-butyllithium.All four types of thiocarbonyl reactions are observed: reduction, S-addition, C-addition, double addition.Synthetic applications of this reaction for the synthesis of secondary mercaptans and 1,2-carbonyl transposition (23 -> 24a-c) are described.
