117305-49-4Relevant articles and documents
Cyclopropanation with dibromomethane under grignard and barbier conditions
Brunner, Gerhard,Eberhard, Laura,Oetiker, Juerg,Schroeder, Fridtjof
scheme or table, p. 3708 - 3718 (2010/04/02)
Tertiary Grignard reagents and dibromomethane efficiently cyclopropanate allylic (and certain homoallylic) magnesium and lithium alcoholates at ambient temperature in ether solvents. Lithium (homo)allyl alcoholates are directly cyclopropanated with magnes
Allylic Lithium Oxyanionic Directed and Facilitated Simmons-Smith Cyclopropanation: Stereoselective Synthesis of (±)-cis-Sabinene Hydrate and a Novel Ring Expansion
Cheng, Dai,Kreethadumrongdat, Thanapong,Cohen, Theodore
, p. 2121 - 2123 (2007/10/03)
(matrix presented) The lithium salts of acid-sensitive allyl alcohols, which themselves decompose during Simmons-Smith cyclopropanation, undergo smooth cyclopropanation in the usual stereocontrolled manner. This concept is applied to the most efficient synthesis of (±)-cis-sabinene hydrate and to the cyclopropanation of the anion of a nonisolable allyl alcohol resulting upon workup in a ring-expanded enone. The cyclopropanations are also faster for the lithium salts than for the allyl alcohols themselves.
Tandem lithium-ene cyclization and thiophenoxide expulsion to produce fused vinylcyclopropanes: First observation of allylic lithium oxyanion- induced reactivity and stereoselectivity in intramolecular carbolithiation
Cheng, Dai,Knox, Kevin R.,Cohen, Theodore
, p. 412 - 413 (2007/10/03)
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