20663-33-6Relevant articles and documents
Atropo-diastereoselective coupling of aryllithiums and arynes — variations around the chiral auxiliary
Augros, David,Yalcouye, Boubacar,Berthelot-Bréhier, Ana?s,Chessé, Matthieu,Choppin, Sabine,Panossian, Armen,Leroux, Frédéric R.
, p. 5208 - 5220 (2016/08/02)
The atropo-selective coupling of in situ generated arynes and aryllithiums bearing various chiral auxiliaries ortho to lithium (tert-butylsulfoxide, para-tolylsulfoxide, tartrate-derived chiral diethers and oxazolines) is described. Chiral oxazolines showed the best results in terms of yields of coupling products. Different reaction parameters like the nature of the aryne precursor, the oxazoline, the alkyllithium base or the solvent revealed to be crucial for obtaining good yields and for diastereoselection.
Atropodiastereoselective C-H olefination of biphenyl p-tolyl sulfoxides with acrylates
Wesch, Thomas,Leroux, Frederic R.,Colobert, Franoise
, p. 2139 - 2144 (2013/10/01)
A stereoselective method for the synthesis of axially chiral biaryl scaffolds by C-H bond functionalization was accomplished using chiral sulfoxide both as the directing group enabling the regioselective activation of a C-H bond and as the chiral auxiliary generating an asymmetric environment in the coordination sphere of the metal complex. We have demonstrated the directing ability of the p-tolylsulfinyl group in promoting the Pd(II)-catalyzed C-H olefination of biphenyls.
Highly effective and diastereoselective synthesis of axially chiral bis-sulfoxide ligands via oxidative aryl coupling
Chen, Qing-An,Dong, Xiang,Chen, Mu-Wang,Wang, Duo-Sheng,Zhou, Yong-Gui,Li, Yu-Xue
supporting information; experimental part, p. 1928 - 1931 (2010/07/04)
Figure presented A series of axially chiral bis-sulfoxide ligands have been efficiently synthesized via oxidative coupling with high diastereoselectivities. The axial chirality is well controlled by the tert-butylsulfinyl or the p-tolylsulfinyl group. The
