Stereoselectivity in Organolithium Reactions

Chapter 8. Nucleophilic Species That Form Carbon-Carbon Bonds 

Diastereoselective Addition Reactions. Acyl addition of organolithium reagents to ketones and aldehydes usually follows Cram s rule (sec. 4.8.B), as seen in Table 8.14.251 Since lithium does not coordinate as readily as magnesium in reactions with carbonyls, chelation effects are somewhat diminished relative 

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