101693-97-4

Upstream product

• 32174-46-2 methyl (R)-(-)-2-methoxy-2-phenylacetate 
• 611-71-2 (R)-Mandelic Acid 
• 20698-91-3 (R)-methyl mandelate 
• 72538-27-3 (-)-(R)-2-methoxy-2-phenylacetaldehyde 

Downstream Products

• 101639-85-4 (S)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 
• 101639-84-3 (R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 
• 101639-84-3 5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 
• 101693-99-6 (4S,6R)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 
• 101639-86-5 (R)-4-Hydroxy-1-methoxy-1,5-diphenyl-pentan-2-one 
• 101639-88-7 (4R,6S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 
• 101639-86-5 (1R,4R)-4-Hydroxy-1-methoxy-1,5-diphenyl-pentan-2-one 
• 101639-84-3 5-benzyl-4,5-dihydro-3-(α-methoxy-benzyl)-isoxazole 
• 101639-86-5 1,5-diphenyl-4-hydroxy-1-methoxy-2-pentanone 
• 101639-88-7 (S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one 

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.

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.