103979-23-3Relevant articles and documents
γ-Selective allylic substitution reaction with Grignard reagents catalyzed by copper N-heterocyclic carbene complexes and its application to enantioselective synthesis
Tominaga, Satoshi,Oi, Yukinao,Kato, Toshio,An, Duk Keun,Okamoto, Sentaro
, p. 5585 - 5588 (2004)
The reaction of allylic compounds with alkyl Grignard reagents in the presence of a catalytic amount of copper N-heterocyclic carbene (NHC) complexes proceeded predominantly in an SN2′ reaction pathway to give γ-substituted product in excellent
Short synthesis of chiral 4-substituted (S)-imidazolinium salts bearing sulfonates and their use in γ-selective reactions of allylic halides with grignard reagents
Latham, Christopher M.,Blake, Alexander J.,Lewis, William,Lawrence, Matthew,Woodward, Simon
supporting information; experimental part, p. 699 - 707 (2012/03/11)
A one-pot reaction of Boc-protected amino alcohols and 2-sulfobenzoic anhydride followed by the addition of a wide variety of primary amines has allowed rapid access to diverse libraries of amidosulfonates 1,2-C 6H4(SO3su
Copper-mediated regio- and enantio-selective cross-coupling of heterocyclic allyl sulphides with organomagnesium compounds: A case of 1,7-relative stereogenesis
Calo, Vincenzo,Nacci, Angelo,Fiandanese, Vito
, p. 10799 - 10810 (2007/10/03)
Optically active heterocyclic allyl sulphides 1-7 react with organomagnesium compounds in the presence of CuBr to afford optically active alkenes in good yields and very high γ-selectivity. The regioselectivity depends on the solvent as well on the CuBr: allylic sulphide ratio. The heterocyclic nucleus imparts asymmetric induction in the range of 50-98% ee. The regio- and enantio-selectivity of these reactions would be related to the coordination exerted by the heterocyclic nitrogen toward the copper organyl.
