Acyclic stereoselection. 12. Double stereodifferentiation with mutual kinetic resolution. A superior class of reagents for control of Cram's rule stereoselection in …

CH Heathcock, MC Pirrung, J Lampe…

Index: Heathcock, Clayton H.; Pirrung, Michael C.; Lampe, John; Buse, Charles T.; Young, Steven D. Journal of Organic Chemistry, 1981 , vol. 46, # 11 p. 2290 - 2300

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Citation Number: 108

Abstract

which meets our first three criteria. Furthermore, we report a suprising discovery-that ketone 8 shows a high degree of mutual kinetic resolution in its reactions with racemic chiral aldehydes and that it shows greatly enhanced “Cram's rule selectivity” even in double racemic reactions. We have also extended our studies to the analogous ketones 7 and 9.