Tetrahedron

Chiral oxazoline route to enantiomerically pure biphenyls: magnesio and copper mediated asymmetric hetero-and homo-coupling reactions

AI Meyers, TD Nelson, H Moorlag, DJ Rawson, A Meier

Index: Meyers; Nelson, Todd D.; Moorlag, Henk; Rawson, David J.; Meier, Anton Tetrahedron, 2004 , vol. 60, # 20 p. 4459 - 4473

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Citation Number: 68

Abstract

A series of chiral biphenyls were prepared via asymmetric reactions involving chiral oxazolines. One series of chiral biphenyls was reached by the magnesium mediated coupling of aryl bromides (via their Grignard reagents) with o-methoxyaryl oxazolines. In this case only the o-methoxy group was replaced by the ArMgBr. The initially formed biphenyl adducts were obtained in de's as high as 92: 8. These adducts could be manipulated to ...