Non-Deprotonating Methodologies for Organolithium Reagents Starting from Non-Halogenated Materials. Part 1: Carbon – Heteroatom Bond Cleavage

Title: Non-Deprotonating Methodologies for Organolithium Reagents Starting from Non-Halogenated Materials. Part 1: Carbon – Heteroatom Bond Cleavage

Volume: 15 Issue: 3

Author(s): David Guijarro, Isidro M. Pastor and Miguel Yus

Affiliation:

Keywords: Lithium, organolithium, arene-catalysed lithiation, carbon, –, heteroatom bond cleavage, reductive cleavage, heterocycle reductive ring opening, deprotonation, carbolithiation, formylphenyllithiums, chlorotrimethylsilane, DTBB, Dianions, 2,3-benzodihydrofuran, TMEDA, Dinaphthooxepine, lithiation-SE reaction, LiDTBB, PhSLi, Poly(lithiomethyl)silanes, LDMAN, homoallyllithium reagent, dihydrodibenzothiepine, Fritsch-Buttenberg-Wiechell rearrangement, allyllithium, N-methyldibenzoazepine, tetrahydropyran, Brook rearrangement, oxy-Cope rearrangement, sec-butyllithium

Abstract: The publications appeared in the last eleven years on the topic of the preparation of organolithium reagents by nondeprotonating methodologies and starting from non-halogenated substrates have been covered in the present revision. In this part, the carbon – heteroatom bond cleavage under reductive conditions has been considered, carbon – oxygen and carbon – sulfur bond cleavages (both in acyclic or cyclic systems) being of paramount importance. Additionally, other bond scissions, such as carbon – nitrogen, carbon – phosphorous, carbon – fluorine, carbon – silicon, carbon – selenium and carbon – tellurium bonds are recorded.

Cite this article as:

Guijarro David, M. Pastor Isidro and Yus Miguel, Non-Deprotonating Methodologies for Organolithium Reagents Starting from Non-Halogenated Materials. Part 1: Carbon – Heteroatom Bond Cleavage, Current Organic Chemistry 2011; 15 (3) . https://dx.doi.org/10.2174/138527211794072560