118131-01-4

Upstream product

• 74-88-4 methyl iodide 
• 15028-44-1 DL-phenylalanine methyl ester 
• 92261-72-8 2-[(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-3-phenyl-propionic acid methyl ester 
• 100-39-0 benzyl bromide 
• 1845-25-6 (1S,2S,5S)-(-)-2-hydroxypinan-3-one 

Downstream Products

• 38574-55-9 (R)-(-)-methyl 2-amino-2-methyl-3-phenylpropionate 
• 28385-45-7 L-α-methylphenylalanine methyl ester 

Relevant academic research and scientific papers

ALKYLATION AND PROTONATION OF CHIRAL SCHIFF BASES: DIASTEREOSELECTIVITY AS A FUNCTION OF THE NATURE OF REACTANTS

The factors controlling the diastereoselective alkylation and protonation reactions of chiral Schiff bases prepared from 2-hydroxypinan-3-one and α-aminoesters are reported: nature of the ester, of the alkylating agent and of the base.

REACTIONS OF SCHIFF BASE ANIONS WITH ELECTROPHILES: ROLE OF THE INITIAL STEREOCHEMISTRY

It is shown that the reactivity towards electrophiles of diastereomeric Schiff bases of *R and *S valine, leucine, phenylalanine and norvaline methyl esters with (1S,2S,5S) or (1R,2R,5R) 2-hydroxy 3-pinanone, is highly dependent on the stereochemistry of the starting product.