Chiral enolate design

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Abstract

The basic design features associated with the construc- tion of chiral propionate enolates will be presented. It has been found that amide and imide enolates derived from β-amino alcohols exhibit excellent levels of asymmetric induction in both alkylations and aldol condensations. For the aldol condensations metal structure was found to be of critical importance in the control of both erythro-threo -diastereoselection and chirality transfer. Both boron and zirconium enolates were found to be excellent substrates for the aldol process where > 98% enantioselection was observed. © 1981 IUPAC

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Evans, D. A., Takacs, J. M., McGee, L. R., Ennis, M. D., Mathre, D. J., & Bartroli, J. (1981). Chiral enolate design. Pure and Applied Chemistry, 53(6), 1109–1127. https://doi.org/10.1351/pac198153061109

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