Organometallic reagents stereochemistry

In the case of the amide 11 (R = CI13) derived from 2-oxopropanoic amid and amine G the chelation-controlled product is predominantly formed with all organometallic reagents. No reversal of the stereochemistry is observed, presumably for the same steric reason as with the corresponding pyruvic amides derived from amines E and F. 

The stereochemistry of addition of organometallic reagents to chiral carbonyl compounds parallels the behavior of the hydride reducing agents, as discussed in Section 5.3.2. Organometallic compounds were included in the early studies that established the preference for addition according to Cram s rule.118... 

The stereochemistry of addition of organometallic reagents to acyclic carbonyl compounds parallels the behavior of the hydride reducing agents, as discussed in Section... 

Organometallic reagents in /3-lactam chemistry 88T5615. Stereochemistry of electrophilic substitution in /3-lactams 90KGS1155. /3-Lactam antibiotics (see Section II,D,3,c). 

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