457625-27-3Relevant articles and documents
Copper-catalyzed asymmetric ring-opening reaction of oxabenzonorbornadienes with Grignard and aluminum reagents
Millet, Renauds,Gremaud, Ludovic,Bernardez, Tania,Palais, Laetitia,Alexakis, Alexandre
experimental part, p. 2101 - 2112 (2009/12/31)
A highly enantioselective method for the copper-catalyzed desymmetrization of oxabenzonorbornadienes with aluminum reagents and SimplePhos as chiral ligand has been developed. The same reaction with Grignard reagents is also reported. A wide range of alky
Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with Grignard reagents
Zhang, Wei,Wang, Li-Xin,Shi, Wen-Jian,Zhou, Qi-Lin
, p. 3734 - 3736 (2007/10/03)
(Chemical Equation Presented) Simple Grignard reagents were applied in copper-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadiene derivatives using spiro phosphoramidite ligands. Excellent anti- stereoselectivities and good enantioselecti
Copper phosphoramidite catalyzed enantioselective ring-opening of oxabicyclic alkenes: Remarkable reversal of stereocontrol
Bertozzi, Fabio,Pineschi, Mauro,Macchia, Franco,Arnold, Leggy A.,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 2703 - 2705 (2007/10/03)
An unprecedented copper phosphoramidite catalyzed enantioselective alkylative ring-opening reaction of oxabenzonorbornadiene derivatives with dialkylzinc reagents is reported. The reaction shows high levels of anti-stereoselectivity (up to anti/syn >99:1), complementary to the Pd(0)-catalyzed syn-selective ring-opening protocol, allowing a new entry to anti-dihydronaphthols with high enantioselectivity (up to 99% ee).
