74672-06-3Relevant articles and documents
Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling
Andersen, Claire,Ferey, Vincent,Daumas, Marc,Bernardelli, Patrick,Guérinot, Amandine,Cossy, Janine
, p. 2285 - 2289 (2019/03/29)
A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is general, chemoselective, and diastereoconvergent. The alkene resulting from the cross-coupling can be transformed to substituted cyclopropanes using a Simmons-Smith reaction. The formation of radical intermediates during the coupling is hypothesized.
Addition of Organozinc Compounds to C=C-Bonds, III. --- Addition of Bis(2-methylallyl)zinc to para- and meta- Substituted Styrenes
Lehmkuhl, Herbert,McLane, Raymond
, p. 736 - 743 (2007/10/02)
A Hammett correlation between the ratio of M --> Cprim/M --> Csec addition and the substituent constants ?+ has been found for the addition of bis(2-methylallyl)zinc (1) to p- and m-substituted styrenes 2-8.Electron donating substituents favour M --> Cprim addition, electron withdrawing substituents M --> Csec addition.