Speeter

Speeter, M.E. U.S. Patent 2,823,233 February 11,195B assigned to Bristol Laboratories Inc. 

GilmanSpeeter reaction. The Gilman-Speeter reaction is the coupling of anion enolates with imines (Scheme 2). 

The synthesis of p-lactams enantiomerically pure, via a multistep Gilman-Speeter type reaction [139] has been reported to be carried out with chiral oxazo-lidinones [140]. Titanium tetrachloride mediated condensation with imine gave an intermediate p-amino acyloxazolidinone, the major diastereomer of which could readily be purified by Si02 chromatography. Silylation and fluoride catalyzed cyclization gave the final p-lactam (Scheme 53). 

Solid-Phase Synthesis of (3-Lactam by Gilman-Speeter Reaction. 287... 

The ester enolate-imine condensation, also called Gilman-Speeter reaction, is another well-accepted method for (3-lactam synthesis (Scheme 4) [67-69]. In 1997, Tomioka reported the first example of a direct catalytic enantioselective synthesis of (3-lactam by using this method [70]. The active reagent is a ternary complex (comprising LDA, the ester enolate, and tridentate amino diether), which finally affords the (3-lactam compounds in high yields and good ee values. 

Scheme 4 Gilman-Speeter reaction in P-lactam synthesis...

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