98995-93-8

Upstream product

• 72538-27-3 (-)-(R)-2-methoxy-2-phenylacetaldehyde 
• 20698-91-3 (R)-methyl mandelate 
• 611-71-2 (R)-Mandelic Acid 
• 32174-46-2 methyl (R)-(-)-2-methoxy-2-phenylacetate 
• 19190-53-5 2-methoxy-2-phenylacetaldehyde 
• 67-56-1 methanol 
• 3425-99-8 (1,2-dibromo-2-nitroethyl)benzene 
• 102-96-5 (2-nitroethenyl)benzene 

Downstream Products

• 19190-53-5 2-methoxy-2-phenylacetaldehyde 
• 13031-13-5 2-methoxy-2-phenylacetonitrile 
• 101639-84-3 5-benzyl-4,5-dihydro-3-(α-methoxy-benzyl)-isoxazole 
• 101639-88-7 (S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 
• 101639-86-5 1,5-diphenyl-4-hydroxy-1-methoxy-2-pentanone 

Relevant academic research and scientific papers

Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E

The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally 1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required.

Enantiomerically pure α-methoxyaryl acetaldehydes as versatile precursors: a facile chemo-enzymatic methodology for their preparation

A facile and efficient synthesis of optically active α-methoxyaryl acetic acids (up to 95% ee), α-methoxyaryl ethanols (up to 93% ee) and α-methoxyaryl acetonitriles (up to 93% ee) was achieved via Arthrobacter sp. lipase-catalyzed kinetic resolution of masked aldehydes as the key synthons, that is, α-hydroxyaryl acetaldehyde acetals.

Highly efficient and catalytic conversion of aldoximes to nitriles

(Matrix Presented) Catalytic dehydration of aldoximes can be performed highly efficiently with a catalyst system of [RuCl2(p-cymene)]2/molecular sieves under essentially neutral and mild conditions, and various types of cyano compounds are produced in good to excellent yields.

MODEL STUDIES FOR THE TOTAL SYNTHESIS OF THE MAYTANSINOIDS BASED ON THE INTRAMOLECULAR NITRILE OXIDE-OLEFIN CYCLOADDITION REACTION

The macrocyclization of the olefinic nitrile oxide 30 to the ansa-macrolide skeleton 37, a model for a novel approach to the maytansinoids, is described.