Method for the synthesis of amines and amino acids with organoboron derivatives

A process for generating a combinatorial library, said process comprising:

• providing compounds of formula 13 and formula 14
• where R1 and R2 are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, aryl, heteroaryl, acyl, acylalkyl, carboxy, carboxamido, trialkylsilyl, aryldialkylsilyl, diarylalkylsilyl, triarylsilyl, phosphinyl, and —YR, where Y is selected from the group consisting of —O—, —NRa—, —S—, —SO—, and —SO2—, and R and Ra are each independently selected from the group consisting of hydrogen, alkyl, aryl, heteroaryl, and acyl, or R1 and R2 together form a bridge of 2 to 20 carbon atoms;
• and
• where R3 and R4 are each independently selected from the group consisting of hydrogen, carboxy, carboxamido, alkyl, cycloalkyl, aryl and heteroaryl provided that the compound of formula 14 is not paraformaldehyde;
• providing a compound of formula 15 or a compound of formula
• where R5 is selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, alkenyl, alkynyl and allenyl;
• R6, R7 and R8 are selected from the group consisting of hydroxy, alkoxy, aryloxy, heteroaryloxy, chloro, bromo, fluoro, iodo, carboxy, amino, alkyl-amino, dialkylamino, acylamino, carboxamido, thio, alkylthio, arylthio, acylthio, alkyl, cycloalkyl, aryl, and heteroaryl, or together form a methylene bridge of 3 to 7 atoms;
• X is a positive counter ion, and n is 0 or 1;
• mixing said compounds of formula 13, formula 14, and formula 15 or 19 to form a reaction mixture;
• and allowing the reaction mixture to react to form the combinatorial library.