Ni-catalyzed asymmetric addition of Grignard reagents to unsaturated cyclic acetals. The influence of added phosphine on enantioselectivity

E Gomez-Bengoa, NM Heron, MT Didiuk…

Index: Gomez-Bengoa; Heron; Didiuk; Luchaco; Hoveyda Journal of the American Chemical Society, 1998 , vol. 120, # 30 p. 7649 - 7650

Full Text: HTML

Citation Number: 59

Abstract

Addition of carbon nucleophiles to alkenes that bear a neighboring CO bond plays a critical role in the quest for catalytic enantioselective CC bond-forming processes. Most noteworthy is the Pd-catalyzed additions of “soft” nucleophiles to allylic acetates or carbonates; these transformations offer a gamut of protocols for asymmetric CC bond synthesis. 1 Nicatalyzed addition of Grignard reagents (“hard” nucleophiles) to allylic ethers has been reported as ...