Tandem Chain Extension-Aldol Reaction: Syn Selectivity with a Zinc Enolate
A tandem chain extension−aldol reaction was developed in which β-keto esters are transformed to α-substituted-γ-keto esters in an efficient zinc-mediated, one-pot reaction. The diastereoselectivity of the reaction ranged from good to excellent with syn stereochemistry observed for β-keto ester and amide substrates and anti-stereochemistry observed for a β-keto imide.
American Chemical Society
Digital Object Identifier (DOI)
Tandem Chain Extension-Aldol Reaction: Syn Selectivity with a Zinc Enolate, Lai, S-J.; Zercher, C. K.; Jasinski, J. P.; Reid, S. N.; Staples, R. J. Org. Lett. 2001, 3, 4169-4171.
Copyright © 2001, American Chemical Society