175019-18-8

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 170502-96-2 (E)-2-(hex-2-enyloxy)-N-methoxy-N-methyl-acetamide 
• 928-95-0 (E)-2-Hexen-1-ol 
• 175019-14-4 (E)-2-(hex-2-en-1-yloxy)acetic acid 

Relevant academic research and scientific papers

Asymmetric [2,3]-sigmatropic Wittig rearrangement of chiral α-allyloxy-hydrazones

The asymmetric [2,3]-Wittig rearrangement of chiral α-allyloxy-hydrazones (S)-3 and (S)-7 proceeds with very good yields (72-100%) together with high syn-selectivities (87-97%) and asymmetric inductions (63-92%) to give the corresponding α-hydroxyhydrazones 4 and 8. Depending on the substitution patterns of the starting material, optically active aliphatic and aromatic α-hydroxyketones 5 or protected cyanohydrins 10 and α-hydroxyaldehydes 11 respectively, can be generated in high enantiomeric excesses (92-98%) and syn-selectivities (88->99%) after chromatographic purification and removal of the auxiliary.