Allylamines, Homoallylamines, and Alkynylamines

This contrasted sharply with the cis-stereochemistry encountered in related hydroaluminations of disubstituted alkynes. The role of 

Products synthesized in this way could be elaborated into amino-acid derivatives by oxidative cleavage of the double bond. 

The synthesis of allylamines and corresponding a-amino-acids as inhibitors of clinically relevant enzymes has been reported. Seventeen 2-aryl-3-haloallylamine derivatives were prepared and evaluated as potential monoamine oxidase inhibitors, and found to be enzyme-activated irreversible inhibitors whose selectivity for 

Oxidation of 2,2,2-trichloroethy1 J-hydroxycarbamate afforded trichloroethyl nitrosoformate which underwent in situ [4+2] addition with thebaine (13). Treatment of the cycloadduct with HCl in ethylene glycol followed by reduction with zinc and deprotection allowed generation of the allylamine moiety of l4B-aminocodeinone (14) in nearly 70% yield.  

Reagents i, LiCl.LiOAc.cat. Pd(OAc)2.p-benzoquinone,HOAc,25 Cj ii.HNEt2  

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