329313-35-1Relevant academic research and scientific papers
Regio- and stereocontrolled introduction of secondary alkyl groups to electron-deficient arenes through copper-catalyzed allylic alkylation
Makida, Yusuke,Ohmiya, Hirohisa,Sawamura, Masaya
, p. 4122 - 4127 (2012/06/04)
Copper-catalyzed allylic alkylation of azoles, a pyridine N-oxide, and fluoroarenes with secondary allylic phosphates proceeded under mild reaction conditions with excellent γ-E-selectivity. The reactions with enantioenriched allylic phosphates proceeded
Picolinoxy group, a new leaving group for anti SN2 selective allylic substitution with Aryl Anions Based on Grignard Reagents
Kiyotsuka, Yohei,Acharya, Hukum P.,Katayama, Yuji,Hyodo, Tomonori,Kobayashi, Yuichi
supporting information; experimental part, p. 1719 - 1722 (2009/04/10)
The picolinoxy group was found to be an extremely powerful leaving group for allylic substitution with aryl nucleophiles derived from ArMgBr and CuBr?Me2S. The substitution proceeds with anti SN2 pathway and with high chirality transfer. The electron-withdrawing effect of the pyridyl group and chelation to MgBr2 are likely the origin of success. Results suggesting these effects were obtained.
